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ID Value
LBF08000BC01 Chemical Synthesis=
LBF08000BC02 Chemical Synthesis=
LBF08000BC03 Chemical Synthesis=
LBF08000HO01 Chemical Synthesis=Synthetic, by action of Ba(OH)2 solution on 2-bromocaprylic acid followed by acidification.
LBF08000HO02 Chemical Synthesis=Synthetic.
LBF08000HO03 Chemical Synthesis=Synthetic, by reduction of 6-keto-n-caprylic acid with Zn and KOH.
LBF08000HO04 Chemical Synthesis=Synthetic, by partial reduction of potassium methyl suberate with Na in ethanol.
LBF08000OX01 Chemical Synthesis=
LBF08000OX02 Chemical Synthesis=Synthetic, by treatment of 3-octynoic acid with ethanolic KOH and monoethyl succinate
LBF08000OX03 Chemical Synthesis=Synthetic, by action of butylzinc iodide on the acid chloride of monoethyl succinate
LBF08000OX04 Chemical Synthesis=Synthetic, by ring cleavage of coniine ( a hemlock alkaloid ), C8H17N
LBF08000OX05 Chemical Synthesis=Synthetic, by action of ethylzinc iodide on the acid chloride of monomethyl adipate ( also by other methods )
LBF08000OX06 Chemical Synthesis=Synthetic, by oxidation of 1-methylcycloheptene
LBF08000SC01 Chemical Synthesis=
LBF08102BC01 Chemical Synthesis=
LBF08102BC02 Chemical Synthesis=2,7-Dimethyl-6-octenoic acid was prepared from methyl-(5-methyl-4-hexenyl)-malonic acid diethyl and KOH [[Reference:Ishimaru_H:,J. Chem. Soc. Japan. Pure Chem. Sec.,1955,76,1253
LBF08102SC01 Chemical Synthesis=Synthetic
LBF08102SC02 Chemical Synthesis=Synthetic
LBF08103BC01 Chemical Synthesis=
LBF08103SC01 Chemical Synthesis=Synthetic
LBF08103SC02 Chemical Synthesis=Synthetic
LBF08104SC01 Chemical Synthesis=Synthetic.
LBF08105SC01 Chemical Synthesis=Synthetic.
LBF08105SC02 Chemical Synthesis=Synthetic.
LBF08106BC01 Chemical Synthesis=
LBF08106BC02 Chemical Synthesis=4-Ethyl-2-methyl-2-octenoic acid was prepared from the reaction of 4-ethyl-3-hydroxy-2-methyl-octanoic acid ethyl and phosphoryl chloride, followed by heating with sulfuric acid [[Reference:Cason_J:Rinehart_KL_Jr:,J. Org. Chem.,1955,20,1591
LBF08106SC01 Chemical Synthesis=Synthesized by condensation of caprylic aldehyde with malonic acid in the presence of pyridine.
LBF08106SC02 Chemical Synthesis=Synthetic.
LBF09000BC01 Chemical Synthesis=
LBF09000BC02 Chemical Synthesis=2-Octylmalonic acid was heated at 165-170°c for an hour.
LBF09000BC03 Chemical Synthesis=Methyl 3,3-dimethylnonanoate was treated with ethanolic KOH.
LBF09000BC04 Chemical Synthesis=2-Peptyl nonanitril was heated with hydrobromic acid at 160°C [[Reference:Asano_M:Yamakawa_T:,J. Pharm. Soc. Jpn.,1950,70,474
LBF09000HO01 Chemical Synthesis=Synthetic, by action of Ba(OH)2 solution on 2-bromononanoic acid followed by acidification.
LBF09000HO02 Chemical Synthesis=Synthetic, along with heptanoic acid and 1,2,4-decanetriol by oxidation of hexyl allyl carbinol.
LBF09000HO03 Chemical Synthesis=
LBF09000HO04 Chemical Synthesis=Synthetic, by reduction of the corresponding keto acid with Zn and KOH.
LBF09000HO05 Chemical Synthesis=Synthetic, by partial reduction of potassium methyl azelate with Na in ethanol (also by other methods).
LBF09000OX01 Chemical Synthesis=Synthetic, by action of ethanolic KOH on 2-nonynoic acid
LBF09000OX02 Chemical Synthesis=Synthetic, by action of pentylmagnesium bromide on N-methylsuccinimide
LBF09000OX03 Chemical Synthesis=
LBF09000OX04 Chemical Synthesis=
LBF09000OX05 Chemical Synthesis=Synthetic, by action of ethylzinc iodide on the acid chloride of monoethyl pimelate
LBF09000SC01 Chemical Synthesis=
LBF09101SC01 Chemical Synthesis=
LBF09103BC01 Chemical Synthesis=2,7-dimethyl-6-nonenoic acid is prepared from methyl-(5-methyl-4-heptenyl)-malonic acid dimethyl and KOH .
LBF09106SC01 Chemical Synthesis=Synthetic
LBF09107BC01 Chemical Synthesis=3-Methyl-2-nonenoic acid is prepared from 3-hydroxy-3-methyl-pelargonic acid and acetanhydride [[Reference:Fieser_LF_et_al:,J. Am. Chem. Soc.,1948,70,3206
LBF09107SC01 Chemical Synthesis=Synthetic
LBF10000BC01 Chemical Synthesis=
LBF10000BC02 Chemical Synthesis=It was synthesized from 2-hexyl-2-decenoic acid by hydrogenation with Pt in ethanol[[Reference:Lederer_E:Portelance_V:Serck-Hanssen_K:,Bull. Soc. Chim. Fr.,1952,,413
LBF10000BC03 Chemical Synthesis=Diethyl (2-hexyloctyl)malonate was heated with ethanolic KOH, and the product was heated after acidification[[Reference:Asano_M:Yamakawa_T:,J. Pharm. Soc. Jpn.,1950,70,474
LBF10000BC04 Chemical Synthesis=2-Ethylhexanate(1,1-diethylpropyl)ester was treated with potassium amide in liquid ammonia, and further treated with octyl bromide. Then the product was heated in a mixture of hydrochloric acid/dioxane[[Reference:Hauser_CR:Chambers_WJ:,J. Am. Chem. Soc.,1956,78,3837
LBF10000HO01 Chemical Synthesis=Synthetic, by treatment of 2-bromocapric acid with KOH.
LBF10000HO02 Chemical Synthesis=Synthetic, results with lactone from treatment of 2-bromocapric acid with NaOH.
LBF10000HO03 Chemical Synthesis=Synthetic, reportedly , by action of fuming HCl on the oxime of 9-keto-12-hydroxystearic acid.
LBF10000HO04 Chemical Synthesis=Synthetic, by partial reduction of various sebacic acid derivatives.
LBF10000HO05 Chemical Synthesis=Synthetic, by partial reduction of sebacic acid derivatives (easily from mono- and di-etholides).
LBF10000OX01 Chemical Synthesis=
LBF10000OX02 Chemical Synthesis=
LBF10000OX03 Chemical Synthesis=Synthetic, by action of hexylmagnesium bromide on N-methylsuccinimide
LBF10000OX04 Chemical Synthesis=Synthetic, by H2O2 oxidation of coniine in presence of spongy platinum
LBF10000OX05 Chemical Synthesis=Synthetic, by oxidation of (1) 1-cyclohexene-1 with KMnO4, or (2) 1-methylcyclohexanone-2 with CrO3-H2SO4
LBF10000OX06 Chemical Synthesis=Synthetic, by action of ethylzinc iodide on the acid chloride of monomethyl suberate
LBF10000OX07 Chemical Synthesis=Synthetic, by action of monomethyl ester chloride of azelaic acid + Zn ( or Cu )
LBF10000SC01 Chemical Synthesis=
LBF10101SC01 Chemical Synthesis=
LBF10102SC01 Chemical Synthesis=
LBF10105BC01 Chemical Synthesis=6-Isopentyl-9-methyl-5-decenoic acid is prepared from the reaction of 9-methyl-6-oxo-decanoic acid ethyl with isopentylmagnesium bromide, followed by saponification with KOH [[Reference:Asano_M:Yamakawa_T:,J. Pharm. Soc. Jpn.,1950,70,474
LBF10106SC01 Chemical Synthesis=Made by carbon monoxide and NaOH under pressure and decompose the resulting sodium formate with H2SO4.
LBF10107SC01 Chemical Synthesis=Synthetic by distillation of hexyl paraconic acid.
LBF10108BC01 Chemical Synthesis=2-Hexyl-2-decenoic acid is prepared from 2-hexyl-3-hydroxy decanoic acid with acetic anhydride [[Reference:Lederer_E:Portelance_V:Serck-Hanssen_K:,Bull. Soc. Chim. Fr.,1952,,413
LBF10108SC01 Chemical Synthesis=Synthetic by condensation of caprylic aldehyde with malonic acid in presence of pyridene.
LBF101nnXX01 Chemical Synthesis=
LBF10204SC01 Chemical Synthesis=Synthetic
LBF10204SC02 Chemical Synthesis=
LBF10204SC03 Chemical Synthesis=Synthetic
LBF10204SC04 Chemical Synthesis=Synthetic
LBF10206SC01 Chemical Synthesis=
LBF10206SC02 Chemical Synthesis=
LBF10206SC03 Chemical Synthesis=
LBF10206SC04 Chemical Synthesis=Synthetic
LBF11000BC01 Chemical Synthesis=
LBF11000BC02 Chemical Synthesis=
LBF11000BC03 Chemical Synthesis=
LBF11000BC04 Chemical Synthesis=A mixture of octanoic acid, methyl 3-methylglutarate, methyl alcohol and a small amount of sodium were electrolysed, and the product was treated with ethanolic KOH.
LBF11000BC05 Chemical Synthesis=
LBF11000BC06 Chemical Synthesis=
LBF11000BC07 Chemical Synthesis=
LBF11000BC08 Chemical Synthesis=
LBF11000BC09 Chemical Synthesis=
LBF11000HO01 Chemical Synthesis=Synthetic, by debromination of 2-bromoundecanoic acid with KOH.
LBF11000HO02 Chemical Synthesis=Synthetic, by debromination of 11-bromoundecanoic acid with Ag2O in alkaline solution / by hydrolysis of 11-hydroxydecanenitrile (also other methods)
LBF11000OX01 Chemical Synthesis=
LBF11000OX02 Chemical Synthesis=Synthetic, from the appropriate monoester acid chloride and alkyl iodide
LBF11000OX03 Chemical Synthesis=Synthetic, from the monoethyl ester chloride of the appropriate dibasic acid
LBF11000OX04 Chemical Synthesis=Synthetic, by hydration of 9-nudecynoic acid
LBF11000OX05 Chemical Synthesis=Synthetic, by (i) oxidation of nudecane-1,10-diol, or (ii) hydration of 10-undecynoic acid
LBF11000SC01 Chemical Synthesis=
LBF11101SC01 Chemical Synthesis=Occurs in sweat. Obtained by pyrolysis of ricinoleic acid. Preparation by bacuum distillation of castor oil:/[[Reference:Perkins_GA:Cruz_AO:,J. Am. Chem. Soc.,1927,49,1070
LBF11102SC01 Chemical Synthesis=Synthetic by debromination of 9-bromo-9-undecenoic acid with (i)Na in ethanol,or (ii)Zn and propionic acid.
LBF11109BC01 Chemical Synthesis=
LBF11109BC02 Chemical Synthesis=4-Heptyl-2-methyl-2-undecenoic acid is prepared from 2-bromooropanoic acid ethyl, Zn and 2-heptylnonanal [[Reference:Cason_J:Rinehart_KL_Jr:,J. Org. Chem.,1955,20,1591
LBF11109SC01 Chemical Synthesis=
LBF12000BC01 Chemical Synthesis=Synthetic.
LBF12000BC02 Chemical Synthesis=
LBF12000BC03 Chemical Synthesis=
LBF12000BC04 Chemical Synthesis=
LBF12000BC05 Chemical Synthesis=
LBF12000BC06 Chemical Synthesis=
LBF12000BC07 Chemical Synthesis=
LBF12000BC08 Chemical Synthesis=
LBF12000BC09 Chemical Synthesis=
LBF12000BC10 Chemical Synthesis=
LBF12000BC11 Chemical Synthesis=
LBF12000BC12 Chemical Synthesis=
LBF12000BC13 Chemical Synthesis=1-Bromo-3-methyl undecane was incubated with potassium cyanide in ethanol, followed by heating in aq. Potassium hydroxide.
LBF12000BC14 Chemical Synthesis=Silver salt of ethyl ethyldecylmalonate was incubated with bromine in carbon tetrachloride.
LBF12000BC15 Chemical Synthesis=Barium 6-oxododecanate was treated with ethyl magnesium iodide in ether, then the hydrolysate was heated with iodine at 180°C, followed by hydrogenation with Pt in methyl alcohol[[Reference:Asano_M:Takahashi_K:Murakami_T:Tsutsumi_Y:Miura_Y:Toyoizumi_Y:,Yakugaku Zasshi,1950,70,202
LBF12000BC16 Chemical Synthesis=2-Bromo-4-methyl dodecane was treated with magnesium in ether, followed by reaction with carbon dioxide[[Reference:Petrov_AD:Nikishin_GI:Ogibin_IN:Nevolin_FW:Tipisova_TG:,Fette Seifen Anstrichm.,1959,61,940
LBF12000BC17 Chemical Synthesis=2-Decyl acrylic acid was prepared from the reaction of 2-methyl dodecanoic acid with phosphor chloride, followed by hydrolysis [[Reference:Cason_J:Allinger_NL:Williams_DE:,J. Org. Chem.,1953,18,842
LBF12000HO01 Chemical Synthesis=Synthesis, by debromination of 2-bromolauric acid with Ag2O
LBF12000HO02 Chemical Synthesis=Synthesis, by treatment of 3-bromolauric acid with aqueous KOH
LBF12000HO03 Chemical Synthesis=Synthetic, by saponification of the lactone
LBF12000HO04 Chemical Synthesis=
LBF12000OX01 Chemical Synthesis=Synthetic, by action of ethanolic KOH on 3-dodecynoic acid
LBF12000OX02 Chemical Synthesis=Synthetic, by action of propylzinc iodide on the acid chloride of monoethyl azelate
LBF12000SC01 Chemical Synthesis=
LBF12101SC01 Chemical Synthesis=Synthetic by conversion (i) from 10-undecenoic acid and (ii) of 1-bromo-10-decene to 11-dodecenenitrile, followed by hydrolysis.
LBF12102PG01 Chemical Synthesis=
LBF12102SC01 Chemical Synthesis=
LBF12103JA01 Chemical Synthesis=
LBF12103SC01 Chemical Synthesis=
LBF12105SC01 Chemical Synthesis=
LBF12106SC01 Chemical Synthesis=
LBF12108SC01 Chemical Synthesis=
LBF12110BC01 Chemical Synthesis=
LBF12110BC02 Chemical Synthesis=2,4-Dimethyl-trans-2-dodecenoic acid is prepared from 2,4-dimethyl-trans-2-dodecenoic acid methyl [[Reference:Cason_J:Allen_CF:,J. Biol. Chem.,1953,205,449
LBF12110CA01 Chemical Synthesis=
LBF12110SC01 Chemical Synthesis=Synthetic by reation of decanaldehyde with malonic acid in presence of pyridene.
LBF121nnCA01 Chemical Synthesis=
LBF121nnXX01 Chemical Synthesis=
LBF13000BC01 Chemical Synthesis=
LBF13000BC02 Chemical Synthesis=
LBF13000BC03 Chemical Synthesis=
LBF13000BC04 Chemical Synthesis=
LBF13000BC05 Chemical Synthesis=9-Hydroxy-9-methyltridecanitril was warmed with ethanolic KOH. The product was heated with a small amount of iodine at 200°C, followed by hydrogenation with Pt in ethanol[[Reference:Rapport_H:Baldridge_HD_Jr:,J. Am. Chem. Soc.,1951,73,343
LBF13000BC06 Chemical Synthesis=Diethyl propylundecylmalonate was heated in ethanolic KOH. After acidification the product was obtained by heating at 180°C under a vacuum of 20 Torr[[Reference:Yamakawa_T:,Yakugaku Zasshi,1950,70,633
LBF13000BC07 Chemical Synthesis=A mixture of 3-ethyl-3-methylglutarate monomethyl, decanoic acid, methylalcohol and small amount of sodium was electrolysed, followed by treatment with aq. potassium hydroxide[[Reference:Rabjohn_N:Farmer_HH:,J. Org. Chem.,1959,24,359
LBF13000HO01 Chemical Synthesis=Synthetic, through the corresponding bromo acid
LBF13000HO02 Chemical Synthesis=Synthetic, by saponification of the γ -lactone
LBF13000HO03 Chemical Synthesis=Synthetic, by partial reduction of tridecanedioic acid dimethyl ester with Na and ethanol
LBF13000OX01 Chemical Synthesis=
LBF13000OX02 Chemical Synthesis=Synthetic, by reaction of ethylsodio-2-acetylbutyrate with 9-carbethoxynonanoyl chloride
LBF13000OX03 Chemical Synthesis=Synthetic, by oxidation of tridecane-1,12-diol
LBF13000SC01 Chemical Synthesis=
LBF13101SC01 Chemical Synthesis=Synthetic by (i) reaction of 1-bromo-10-undecene ethyl malonate and Na and (ii) conversion of 10-undecenoic acid to 11-dodecenoic acid.
LBF13102SC01 Chemical Synthesis=Synthetic by reaction of undecanaodehyde with malonic acid in presence of pyridine.
LBF13111BC01 Chemical Synthesis=
LBF13111BC02 Chemical Synthesis=
LBF13111SC01 Chemical Synthesis=Synthetic by rection of undecanaldehyde with malonic acid in presence of pyrideine.
LBF14000BC01 Chemical Synthesis=
LBF14000BC02 Chemical Synthesis=Synthetic , by heating a product , which is gained by warming 11-methyldodecylmalonic acid diethyl with solution of ethanolic KOH, at 170°C in vacuo.
LBF14000BC03 Chemical Synthesis=
LBF14000BC04 Chemical Synthesis=
LBF14000BC05 Chemical Synthesis=
LBF14000BC06 Chemical Synthesis=Diethyl 1-methyl dodecyl malonate was heated with ethanolic KOH. After acidification, the product was obtained by heating at 170°C under diminished pressure.
LBF14000BC07 Chemical Synthesis=Diethyl 9-methyl dodecyl malonate was heated with ethanolic KOH. After acidification, the product was obtained by heating at 170°C under diminished pressure.
LBF14000BC08 Chemical Synthesis=Barium 6-oxotetradecanate was treated with ethyl magnesium iodide in ether, followed by treatment with hydrochloric acid. Then the product was heated with iodine at 180°C. The product isolated was hydrogenated with Pt in methyl alcohol to give 6-ethyl tetradecanoic acid[[Reference:Asano_M:Takahashi_K:Murakami_T:Tsutsumi_Y:Miura_Y:Toyoizumi_Y:,Yakugaku Zasshi,1950,70,202
LBF14000BC09 Chemical Synthesis=2-Bromo-4-methyltetradecane was treated with magnesium in ether, followed by reaction with carbon dioxide[[Reference:Petrov_AD:Nikishin_GI:Ogibin_IN:Nevolin_FW:Tipisova_TG:,Fette Seifen Anstrichm.,1959,61,940
LBF14000BC10 Chemical Synthesis=Sodium diethylmalonate and 2-bromo-4-methyl tridecane were heated in ethylalcohol and the reaction product was treated with sodium hydroxide. The final product was obtained by vacuum distillation after acidification[[Reference:Petrov_AD:Nikishin_GI:Ogibin_IN:Nevolin_FW:Tipisova_TG:,Fette Seifen Anstrichm.,1959,61,940
LBF14000HO01 Chemical Synthesis=Synthetic, debromination of 2-bromomyristic acid
LBF14000HO02 Chemical Synthesis=Synthetic, by condensation of dimethyl sodium malonate with 12-bromo-1-dodecanol
LBF14000HO03 Chemical Synthesis=
LBF14000OX01 Chemical Synthesis=Synthetic, by hydrolysis of the condensation product of undecanoyl chloride & the Na derivative of ethyl acetylsuccinate
LBF14000OX02 Chemical Synthesis=Synthetic, by action of ethyl sodioacetoacetate on ethyl 11-chloroundecanoate & hydrolysis of the reaction product, ethyl 2-acetylbrassylate
LBF14000OX03 Chemical Synthesis=Synthetic, by hydrolysis of ethyl sodioacetoacetate by action on ethyl 11-chloroundecanoate
LBF14000SC01 Chemical Synthesis=
LBF14105SC01 Chemical Synthesis=
LBF14106SC01 Chemical Synthesis=
LBF14109SC01 Chemical Synthesis=
LBF14110SC01 Chemical Synthesis=
LBF14112BC01 Chemical Synthesis=2,4-Dimethyl-2-(E)-tetradecenoic acid was prepared from the reation of 2-methyl-dodecanal with 2-bromo-propanoic acid ethyl, followed by dehydration and saponification [[Reference:Cason_J:Rinehart_KL_Jr:,J. Org. Chem.,1955,20,1591
LBF14112SC01 Chemical Synthesis=Synthetic by rection of lauric aldehyde with malonic acid in presence of pyridine.
LBF141nnXX01 Chemical Synthesis=
LBF15000BC01 Chemical Synthesis=Synthetic.
LBF15000BC02 Chemical Synthesis=
LBF15000BC03 Chemical Synthesis=
LBF15000BC04 Chemical Synthesis=It was produced by hydrolysis of methyl 3-methylpentadecanoate[[Reference:Cason_J:Allinger_NL:Williams_DE:,J. Org. Chem.,1953,18,842
LBF15000HO01 Chemical Synthesis=Synthetic, by action of NaOH on 2-bromopentadecanoic acid
LBF15000HO02 Chemical Synthesis=Synthetic, by reaction of n-butylmagnesium bromide and methyl 11-aldoundecanoate / by partial reduction of pentadecanedioic acid demethyl ester
LBF15000HO03 Chemical Synthesis=synthetic from ustilic acid A
LBF15000OX01 Chemical Synthesis=Synthetic, by oxidation with KMnO4 of either 4-hydroxy-3,5-dicarboxypentadecanoic acid or its lactone
LBF15000OX02 Chemical Synthesis=Synthetic, by oxidation of convolvulinolic acid with CrO3
LBF15000OX03 Chemical Synthesis=Synthetic, by oxidation of 1,14-pentadecanediol with CrO3
LBF15000SC01 Chemical Synthesis=
LBF15101SC01 Chemical Synthesis=Synthetic, by the malonic acid method form 1-bromo-12-tridecene and ethyl malonate in presence of sodium ethoxide.
LBF15111BC01 Chemical Synthesis=14-Methyl-4-pentadenoic acid is obtained from oyster as glycolipid [[Reference:Akiya_S:Nakazawa_Y:,Yakugaku Zasshi,1956,76,1401
LBF15113SC01 Chemical Synthesis= Synthetic, by conversion of myristic acid, to α -hydroxymyristic acid, then, by the action of Pb tetraacetate, to tridecanoldehyde which is then condensed with malonic acid in presence of pyridine.
LBF15306CV01 Chemical Synthesis=Clavirin I and II were synthesized from 4-alkoxy-2-cyclopentenone.[[Reference:Iwashima_M:Okamoto_K:Iguchi_K:,Tetrahedron Lett.,1999,40,6455
LBF15306CV02 Chemical Synthesis=Clavirin I and II were synthesized from 4-alkoxy-2-cyclopentenone.[[Reference:Iwashima_M:Okamoto_K:Iguchi_K:,Tetrahedron Lett.,1999,40,6455
LBF16000BC01 Chemical Synthesis=Synthetic, by treatment hydrazine hydrate, KOH and diethylene glycol to 14-methyl-13-oxohexadecanoic acid.
LBF16000BC02 Chemical Synthesis=
LBF16000BC03 Chemical Synthesis=
LBF16000BC04 Chemical Synthesis=
LBF16000BC05 Chemical Synthesis=
LBF16000BC06 Chemical Synthesis=
LBF16000BC07 Chemical Synthesis=
LBF16000BC08 Chemical Synthesis=
LBF16000BC09 Chemical Synthesis=
LBF16000BC10 Chemical Synthesis=Diethyl (3-methyl tetradecyl) malonate was heated in ethanolic KOH, and the product was obtained by vacuum distillation after acidification.
LBF16000BC11 Chemical Synthesis=It was produced by electrolysis of a mixture of sebacic acid monoethyl ester, 3,7-dimethyloctanate, potassium carbonate and ethyl alchol (pH6.8-7), followed by treatment with ethanolic KOH.
LBF16000HO01 Chemical Synthesis=Synthetic, by the action of KOH on 2-bromopalmitic acid
LBF16000HO02 Chemical Synthesis=
LBF16000HO03 Chemical Synthesis=
LBF16000HO04 Chemical Synthesis=
LBF16000HO05 Chemical Synthesis=
LBF16000HO06 Chemical Synthesis=
LBF16000HO07 Chemical Synthesis=
LBF16000HO08 Chemical Synthesis=
LBF16000HO09 Chemical Synthesis=Synthetic
LBF16000HO10 Chemical Synthesis=
LBF16000HO11 Chemical Synthesis=
LBF16000OX01 Chemical Synthesis=
LBF16000OX02 Chemical Synthesis=
LBF16000OX03 Chemical Synthesis=Synthetic, by action of the Na derivative of ethyl 2-acetyltridecanoate on 3-carbomethoxypropionyl chloride
LBF16000OX04 Chemical Synthesis=Synthetic, by action of lauroyl chloride & diethyl sodio-2-acetylglutarate
LBF16000OX05 Chemical Synthesis=Synthetic, by action of ethyl sodio-2-acetyldecanoate & 6-carbomethoxyhexanoyl chloride
LBF16000OX06 Chemical Synthesis=Synthetic, by reaction of 7-carbethoxyheptanoyl chloride and ethyl sodio-2-acetylnonanoate
LBF16000OX07 Chemical Synthesis=Synthetic, by reaction of the half-ester chloride of the appropriate dibasic acid and alkyl iodide
LBF16000OX08 Chemical Synthesis=Synthetic, by reaction of hexylmagnesium bromide and the acid chloride of monomethyl sebacate
LBF16000OX09 Chemical Synthesis=Synthetic, by oxidation of 11-hydroxypalmitic acid
LBF16000PG01 Chemical Synthesis=
LBF16000PG02 Chemical Synthesis=
LBF16000SC01 Chemical Synthesis=
LBF16102PG01 Chemical Synthesis=
LBF16106SC01 Chemical Synthesis=
LBF16107SC01 Chemical Synthesis=
LBF16107SC02 Chemical Synthesis=Synthetic, by treatment of the cis-form with Se or N oxides.
LBF16109HO01 Chemical Synthesis=synthetic from the lactone
LBF16109SC01 Chemical Synthesis=Synthetic, by the action of fused KOH on atearolic acid.
LBF16114BC01 Chemical Synthesis=Phytenoic acid is prepared from phytol .
LBF16114SC01 Chemical Synthesis=Synthetic, by the action of alcoholic KOH on 2-iodopalmitic acid.
LBF161nnXX01 Chemical Synthesis=
LBF16204SC01 Chemical Synthesis=
LBF16301SC01 Chemical Synthesis=
LBF16302SC01 Chemical Synthesis=
LBF16303SC01 Chemical Synthesis=
LBF16304SC01 Chemical Synthesis=
LBF16305SC01 Chemical Synthesis=
LBF16306HO01 Chemical Synthesis=
LBF16306SC01 Chemical Synthesis=
LBF16401SC01 Chemical Synthesis=
LBF16401SC02 Chemical Synthesis=
LBF16402SC01 Chemical Synthesis=
LBF16403SC01 Chemical Synthesis=
LBF17000BC01 Chemical Synthesis=
LBF17000BC02 Chemical Synthesis=
LBF17000BC03 Chemical Synthesis=
LBF17000BC04 Chemical Synthesis=
LBF17000HO01 Chemical Synthesis=Synthetic, by the action of KOH on 2-bromomargaric acid
LBF17000HO02 Chemical Synthesis=Synthetic, by paratial reduction of heptadecanedioic acid dimethyl ester
LBF17000OX01 Chemical Synthesis=Synthetic, by oxidation of 2-hydroxy2-octylsebasic acid with KMnO4
LBF17000SC01 Chemical Synthesis=
LBF17101HO01 Chemical Synthesis=
LBF17108SC01 Chemical Synthesis=
LBF17115BC01 Chemical Synthesis=2,5-dimethyl-2-heptadecenoic acid was prepared from 2,5-dimethyl-2-heptadecenoic acid methyl [[Reference:Cason_J:Allinger_NL:Allen_CF:,J. Org. Chem.,1953,18,857
LBF17115SC01 Chemical Synthesis=Synthetic, by the malonic acid method from pentadecanoldehyde and malonic acid in presence of pyridine.
LBF17307HO01 Chemical Synthesis=
LBF17307HO02 Chemical Synthesis=[[Reference:Nicolaou_KC:Stylianides_NA:Ramphal_JY:,J. Chem. Soc. Perkin Trans. I,1989,,2131
LBF18000BC01 Chemical Synthesis=Synthetic.
LBF18000BC02 Chemical Synthesis=
LBF18000BC03 Chemical Synthesis=
LBF18000BC04 Chemical Synthesis=
LBF18000BC05 Chemical Synthesis=
LBF18000BC06 Chemical Synthesis=
LBF18000BC07 Chemical Synthesis=
LBF18000BC08 Chemical Synthesis=
LBF18000BC09 Chemical Synthesis=
LBF18000BC10 Chemical Synthesis=Ethylester of 15-methyl-12-oxooctadecanate was heated at 200°C with hydrazine hydrate, sodium hydroxide and diethylene glycol[[Reference:Cason_J:Coad_RA:,J. Am. Chem. Soc.,1950,72,4695
LBF18000BC11 Chemical Synthesis=Diethyl ester of (3-methyl tetradecyl) malonate was heated with ethanolic KOH. After acidification the product was obtained by distillation under deminished pressure.
LBF18000HO01 Chemical Synthesis=Synthetic, by the action of KOH on 2-bromo- or 2-iodostearic acid
LBF18000HO02 Chemical Synthesis=Synthetic
LBF18000HO03 Chemical Synthesis=Synthetic
LBF18000HO04 Chemical Synthesis=Synthetic
LBF18000HO05 Chemical Synthesis=Synthetic
LBF18000HO06 Chemical Synthesis=Synthetic, by the Grignard reaction
LBF18000HO07 Chemical Synthesis=Synthetic, by the Grignard reaction of 9-aldopelargonic acid with nonylmagnesium bromide
LBF18000HO08 Chemical Synthesis=Synthetic, by the Grignard reaction
LBF18000HO09 Chemical Synthesis=Synthetic, by the Grignard reaction / by the action of Ag2O on 10-iodostearic acid
LBF18000HO10 Chemical Synthesis=Synthetic, by the Grignard reaction / by the reaction of Zn + HCl on the HBr addition product of ricinoleic acid
LBF18000HO11 Chemical Synthesis=Synthetic, by the Grignard reaction
LBF18000HO12 Chemical Synthesis=synthetic by the Grignard reaction
LBF18000HO13 Chemical Synthesis=synthetic by the Grignard reaction
LBF18000HO14 Chemical Synthesis=synthetic by the Grignard reaction
LBF18000HO15 Chemical Synthesis=synthetic by the Grignard reaction
LBF18000HO16 Chemical Synthesis=synthetic by the Grignard reaction
LBF18000HO17 Chemical Synthesis=synthetic by (i) partial reduction of octadecanedioic acid dimethyl ester, or (ii)hydrogenation of kamlolenic acid
LBF18000HO18 Chemical Synthesis=
LBF18000HO19 Chemical Synthesis=
LBF18000HO20 Chemical Synthesis=
LBF18000HO21 Chemical Synthesis=synthetic
LBF18000HO22 Chemical Synthesis=synthetic by oxidation of cis- or trans-7-octadecenoic acid with performic acid
LBF18000HO23 Chemical Synthesis=synthetic
LBF18000HO24 Chemical Synthesis=
LBF18000HO25 Chemical Synthesis=synthetic
LBF18000HO26 Chemical Synthesis=synthetic
LBF18000HO27 Chemical Synthesis=
LBF18000HO28 Chemical Synthesis=Synthetic
LBF18000HO29 Chemical Synthesis=Synthetic, by ring opening of vernolic acid with performic acid (4 optically active pairs of acids produced)
LBF18000OX01 Chemical Synthesis=Synthetic, by saponification of the ethyl ester
LBF18000OX02 Chemical Synthesis=Po-yak oil; synthetic, by oxidation of the lactone of 4-hydroxystearic acid
LBF18000OX03 Chemical Synthesis=Synthetic, by reaction of the half-ester chloride of glutaric acid with 1-iodotridecane
LBF18000OX04 Chemical Synthesis=Synthetic, by reaction of 5-carboxypentanoyl chloride and the Na derivative of ethyl 2-acetyltridecanoate
LBF18000OX05 Chemical Synthesis=Synthetic, by reaction of concentrated H2SO4 and 6-octadecynoic ( tariric ) acid
LBF18000OX06 Chemical Synthesis=Synthetic, by reduction of 12-chloro-9-ketostearic acid with Zn and HCl ( also by other methods )
LBF18000OX07 Chemical Synthesis=Synthetic, by (1) oxidation of 10-hydroxystearic acid with a mixture of CrO3 and acetic acid, or (2) pyrolysis of 9,10-dihydroxystearic acid Zn salt ( also by other methods )
LBF18000SC01 Chemical Synthesis=
LBF18000XX01 Chemical Synthesis=
LBF18101SC01 Chemical Synthesis=Synthetic, by reduction of ethyl undecanoate with LiAlH4 to 10-undecenol, followed by further reactions to cis-17-octadecenoic acid.
LBF18102HP01 Chemical Synthesis=
LBF18102SC01 Chemical Synthesis=
LBF18103SC01 Chemical Synthesis=Synthetic by partial hydrogenation of linolenic acid.
LBF18104HP01 Chemical Synthesis=
LBF18104HP02 Chemical Synthesis=
LBF18106EO01 Chemical Synthesis=
LBF18106EO02 Chemical Synthesis=
LBF18106HO01 Chemical Synthesis=
LBF18106HO02 Chemical Synthesis=
LBF18106HO03 Chemical Synthesis=
LBF18106SC01 Chemical Synthesis=
LBF18106SC02 Chemical Synthesis=
LBF18107EO01 Chemical Synthesis=
LBF18107EO02 Chemical Synthesis=
LBF18107HO01 Chemical Synthesis=
LBF18107HO02 Chemical Synthesis=
LBF18107HO03 Chemical Synthesis=
LBF18107HO04 Chemical Synthesis=
LBF18107HO05 Chemical Synthesis=
LBF18107MO01 Chemical Synthesis=
LBF18107OX01 Chemical Synthesis=
LBF18107OX02 Chemical Synthesis=
LBF18107PG01 Chemical Synthesis= [[:Template:Image200
LBF18107SC01 Chemical Synthesis=Synthesis [[Reference:Ahmad_K:Bumpus_FM:Strong_FM:,J. Am. Chem. Soc.,1948,70,3391
LBF18107SC02 Chemical Synthesis=
LBF18108EO01 Chemical Synthesis=
LBF18108EO02 Chemical Synthesis=
LBF18108HO01 Chemical Synthesis=
LBF18108HO02 Chemical Synthesis=
LBF18108HO03 Chemical Synthesis=
LBF18108HO04 Chemical Synthesis=
LBF18108HO05 Chemical Synthesis=
LBF18108HO06 Chemical Synthesis=
LBF18108HP01 Chemical Synthesis=
LBF18108HP02 Chemical Synthesis=
LBF18108HP03 Chemical Synthesis=
LBF18108HP04 Chemical Synthesis=
LBF18108MO01 Chemical Synthesis=
LBF18108SC01 Chemical Synthesis=
LBF18108SC02 Chemical Synthesis=
LBF18109AM01 Chemical Synthesis=This compound was synthesized from oleic acid and ammonium hydroxide in 60 % yield.[[Reference:Sheskin_T:Hanus_L:Slager_J:Vogel_Z:Mechoulam_R:,J. Med. Chem.,1997,40,659
LBF18109BC01 Chemical Synthesis=2-Propyl-octadec-9(Z)-enoic acid was repared from 7(Z)-hexadecenyl propyl malonic diethyl and KOH .
LBF18109EO01 Chemical Synthesis=
LBF18109EO02 Chemical Synthesis=
LBF18109HO01 Chemical Synthesis=
LBF18109HO02 Chemical Synthesis=Synthetic, by treatment of castor oil with N oxides.
LBF18109HO04 Chemical Synthesis=
LBF18109HO05 Chemical Synthesis=
LBF18109HP01 Chemical Synthesis=
LBF18109MO01 Chemical Synthesis=
LBF18109MO02 Chemical Synthesis=
LBF18109MO03 Chemical Synthesis=
LBF18109OX01 Chemical Synthesis=
LBF18109SC01 Chemical Synthesis=Purest product (98%) obtained when the oil was saponified with 3% KOH solution; Synthesis
LBF18109SC02 Chemical Synthesis=
LBF18110HP01 Chemical Synthesis=
LBF18110SC01 Chemical Synthesis=Synthetic, by the alkylacetylene method.
LBF18110SC02 Chemical Synthesis=Synthetic, by isomerization of the cis-isomer with Se.
LBF18111SC01 Chemical Synthesis=synthetic, by the alkyl-acetylene method (also true for other positional isomers up to the 12-cis-isomer).
LBF18111SC02 Chemical Synthesis=Synthetic, by addition of HI to 7-stearolic acid, followed by reduction of the addition product with Zn plus acetic acid.
LBF18112SC01 Chemical Synthesis=
LBF18112SC02 Chemical Synthesis=Synthetic, by partial reduction of natural 6-octadecynoic (tariric) acid which has been synthesized by 2 different method.
LBF18113SC01 Chemical Synthesis=Synthetic, by the addition of HI to 5-stearolic acid followed by reduction of the addition product with Zn plus acetic acid.
LBF18114SC01 Chemical Synthesis=Synthetic in trans-form.
LBF18115SC01 Chemical Synthesis=
LBF18116SC01 Chemical Synthesis=
LBF18116SC02 Chemical Synthesis=
LBF181nnXX01 Chemical Synthesis=
LBF18203EO01 Chemical Synthesis=
LBF18203EO02 Chemical Synthesis=
LBF18203HO01 Chemical Synthesis=
LBF18203HP01 Chemical Synthesis=
LBF18203HP02 Chemical Synthesis=
LBF18203HP03 Chemical Synthesis=
LBF18203HP04 Chemical Synthesis=
LBF18203JA02 Chemical Synthesis=
LBF18204SC01 Chemical Synthesis=
LBF18205HP01 Chemical Synthesis=
LBF18205SC01 Chemical Synthesis=
LBF18206EO01 Chemical Synthesis=
LBF18206HO01 Chemical Synthesis=
LBF18206HO02 Chemical Synthesis=
LBF18206HO03 Chemical Synthesis=
LBF18206HO04 Chemical Synthesis=
LBF18206HP01 Chemical Synthesis=
LBF18206HP02 Chemical Synthesis=
LBF18206HP03 Chemical Synthesis=
LBF18206HP04 Chemical Synthesis=
LBF18206HP05 Chemical Synthesis=
LBF18206OX01 Chemical Synthesis=
LBF18206SC01 Chemical Synthesis=Synthetic
LBF18206SC02 Chemical Synthesis=Synthetic
LBF18206SC03 Chemical Synthesis=
LBF18206SC04 Chemical Synthesis=
LBF18206SC05 Chemical Synthesis=
LBF18206SC06 Chemical Synthesis=Synthetic by dehydration of ricinoleic acid or elaidinization of linoleic acid.
LBF18206SC07 Chemical Synthesis=
LBF18206SC08 Chemical Synthesis=
LBF18206SC09 Chemical Synthesis=
LBF18206SC10 Chemical Synthesis=
LBF18206SC11 Chemical Synthesis=
LBF18207HO01 Chemical Synthesis=
LBF18207HO02 Chemical Synthesis=
LBF18207HO03 Chemical Synthesis=
LBF18207HO04 Chemical Synthesis=
LBF18207HP01 Chemical Synthesis=
LBF18207HP02 Chemical Synthesis=
LBF18207HP03 Chemical Synthesis=
LBF18207MO01 Chemical Synthesis=
LBF18207OX01 Chemical Synthesis=
LBF18207SC01 Chemical Synthesis=
LBF18207SC02 Chemical Synthesis=
LBF18207SC03 Chemical Synthesis=
LBF18207SC04 Chemical Synthesis=
LBF18207TX01 Chemical Synthesis=
LBF18208HP01 Chemical Synthesis=
LBF18208SC01 Chemical Synthesis=
LBF18210SC01 Chemical Synthesis=
LBF182nnXX02 Chemical Synthesis=
LBF18302HP01 Chemical Synthesis=
LBF18302HP02 Chemical Synthesis=
LBF18302HP03 Chemical Synthesis=
LBF18303HP01 Chemical Synthesis=
LBF18303HP02 Chemical Synthesis=
LBF18303HP03 Chemical Synthesis=
LBF18303HP04 Chemical Synthesis=
LBF18303HP05 Chemical Synthesis=
LBF18303HP06 Chemical Synthesis=
LBF18303SC01 Chemical Synthesis=
LBF18303SC02 Chemical Synthesis=Synthetic, by treatment of the ester form of α -linolenic acid with 1% Se at 205-215°C to yield this acid ester (melting point, 29-30°C).
LBF18303SC03 Chemical Synthesis=Synthetic, by alkali isomerization of α -linolenic acid.
LBF18304HP01 Chemical Synthesis=
LBF18304HP02 Chemical Synthesis=
LBF18304HP03 Chemical Synthesis=
LBF18304HP04 Chemical Synthesis=
LBF18304SC01 Chemical Synthesis=
LBF18304SC02 Chemical Synthesis=Synthetic, by isomerization of α -linolenic acid.
LBF18304SC03 Chemical Synthesis=
LBF18304SC04 Chemical Synthesis=Synthetic, by alkali isomerization of α -linolenic acid.
LBF18305SC01 Chemical Synthesis=
LBF18305SC02 Chemical Synthesis=
LBF18305SC03 Chemical Synthesis=
LBF18305SC04 Chemical Synthesis=Synthetic, by isomerization of the α -acid in the presence of intense light and various catalysts, especially I2.
LBF18305SC05 Chemical Synthesis=Synthetic, by isomerization of the α -acid.
LBF18306HO01 Chemical Synthesis=
LBF18306HO02 Chemical Synthesis=Synthetic, by isomerization of the &α; -acid.
LBF18306SC01 Chemical Synthesis=
LBF18306SC02 Chemical Synthesis=
LBF18306SC03 Chemical Synthesis=
LBF18306SC04 Chemical Synthesis=
LBF18306SC05 Chemical Synthesis=
LBF18307HO01 Chemical Synthesis=
LBF18307HP01 Chemical Synthesis=
LBF18401SC01 Chemical Synthesis=
LBF18403SC01 Chemical Synthesis=
LBF18403SC02 Chemical Synthesis=
LBF18403SC03 Chemical Synthesis=
LBF18403SC04 Chemical Synthesis=
LBF18403SC05 Chemical Synthesis=Synthetic by isomerization of α -acid.
LBF19000BC01 Chemical Synthesis=
LBF19000BC02 Chemical Synthesis=
LBF19000HO01 Chemical Synthesis=synthetic by treatment of the corresponding bromo acid with KOH
LBF19000HO02 Chemical Synthesis=synthetic by the partial reduction of nonadecanedionic acid dimethyl ester
LBF19000SC01 Chemical Synthesis=
LBF19109XX01 Chemical Synthesis=
LBF19117SC01 Chemical Synthesis=Synthetic, by dehydrohalogenation of 2-bromononadecanoic acid.
LBF19206HP01 Chemical Synthesis=
LBF19206SC01 Chemical Synthesis=
LBF20000AM01 Chemical Synthesis=This compound was synthesized from eicosanoylchloride and ethanolamine. [[Reference:Adams_IB:Ryan_W:Singer_M:Thomas_BF:Compton_DR:Razdan_RK:Martin_BR:,J. Pharmacol. Exp. Ther.,1995,273,1172
LBF20000AM02 Chemical Synthesis=This compound was synthesized from eicosanoylchloride and 2-fluoroethylamine. [[Reference:Adams_IB:Ryan_W:Singer_M:Thomas_BF:Compton_DR:Razdan_RK:Martin_BR:,J. Pharmacol. Exp. Ther.,1995,273,1172
LBF20000BC01 Chemical Synthesis=
LBF20000HO01 Chemical Synthesis=synthetic by heating 2-bromoarachidic acid with ethanolic NaOH
LBF20000HO02 Chemical Synthesis=
LBF20000HO03 Chemical Synthesis=synthetic by partial reduction of eicosanedioic acid dimethyl ester
LBF20000HO04 Chemical Synthesis=
LBF20000PG01 Chemical Synthesis=
LBF20000PG02 Chemical Synthesis=
LBF20000SC01 Chemical Synthesis=
LBF20106SC01 Chemical Synthesis=Synthetic
LBF20107PG01 Chemical Synthesis=[[Reference:Corey_EJ:Vlattas_I:Harding_K:,J. Am. Chem. Soc.,1969,91,535
LBF20107PG02 Chemical Synthesis=[[Reference:Tanaka_T:Hazato_A:Bannai_K:Okamura_N:Sugiura_S:Manabe_K:Toru_T:Kurozumi_S:Suzuki_M:Kawagishi_T_et_al:,Tetrahedron,1987,43,813
LBF20107PG03 Chemical Synthesis=[[Reference:Miyano_M:Dorn_CR:Mueller_RA:,J. Org. Chem.,1972,37,1810
LBF20107PG04 Chemical Synthesis=
LBF20107PG05 Chemical Synthesis=
LBF20107PG06 Chemical Synthesis=
LBF20107PG07 Chemical Synthesis=
LBF20107PG08 Chemical Synthesis=
LBF20107PG09 Chemical Synthesis=
LBF20107PG10 Chemical Synthesis=
LBF20107PG11 Chemical Synthesis=
LBF20107PG12 Chemical Synthesis=
LBF20107PG13 Chemical Synthesis=
LBF20107PG14 Chemical Synthesis=
LBF20107PG15 Chemical Synthesis=
LBF20107PG17 Chemical Synthesis=
LBF20107PG18 Chemical Synthesis=[[Reference:Tanaka_T:Hazato_A:Bannai_K:Okamura_N:Sugiura_S:Manabe_K:Toru_T:Kurozumi_S:Suzuki_M:Kawagishi_T_et_al:,Tetrahedron,1987,43,813
LBF20107PG19 Chemical Synthesis=
LBF20107PG20 Chemical Synthesis=
LBF20107PG21 Chemical Synthesis=
LBF20107PG22 Chemical Synthesis=
LBF20107PG23 Chemical Synthesis=
LBF20107PG24 Chemical Synthesis=
LBF20107PG25 Chemical Synthesis=
LBF20109HO01 Chemical Synthesis=
LBF20109SC01 Chemical Synthesis=
LBF20109SC02 Chemical Synthesis=
LBF20111SC01 Chemical Synthesis=Synthetic
LBF20115PG01 Chemical Synthesis=
LBF20115PG02 Chemical Synthesis=
LBF20115PG03 Chemical Synthesis=
LBF20115PG04 Chemical Synthesis=
LBF20115PG05 Chemical Synthesis=
LBF20118BC01 Chemical Synthesis=2,4-Dimethyl-icosenoic acid is prepared from the reaction of 2-bromo-2,4-dimethyl-icosanoic acid methyl with pyridine, followed by saponification with KOH .
LBF20118BC02 Chemical Synthesis=2-Methyl-2-icosenoic acid was prepared from 2-methyl-2-icosenoic acid methyl [[Reference:Allen_CF:Kalm_MJ:,Org. Synth.,1963,4,608
LBF20203PG01 Chemical Synthesis=
LBF20203PG02 Chemical Synthesis=
LBF20206HO01 Chemical Synthesis=
LBF20206HO02 Chemical Synthesis=
LBF20206HP01 Chemical Synthesis=
LBF20206SC01 Chemical Synthesis=
LBF20207HO01 Chemical Synthesis=
LBF20207HO02 Chemical Synthesis=
LBF20207HP01 Chemical Synthesis=
LBF20207HP02 Chemical Synthesis=
LBF20207OX01 Chemical Synthesis=
LBF20207PG01 Chemical Synthesis=[[Reference:Pike_JE:Lincoln_FH:Schneider_WP:,J. Org. Chem.,1969,34,3552
LBF20207PG02 Chemical Synthesis=[[Reference:Collins_P:Jung_CJ:Pappo_R:,Isr. J. Chem.,1968,6,839
LBF20207PG10 Chemical Synthesis=
LBF20207PG22 Chemical Synthesis=[[Reference:Hayashi_M:Tanouchi_T:,J. Org. Chem.,1973,38,2115
LBF20207PG23 Chemical Synthesis=[[:Template:Image200
LBF20207PG24 Chemical Synthesis=
LBF20207PG25 Chemical Synthesis=[[Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397
LBF20207PG26 Chemical Synthesis=
LBF20207PG27 Chemical Synthesis=[[Reference:Porter_NA:Byers_JD:Ali_AE:Eling_TE:,J. Am. Chem. Soc.,1980,102,1183
LBF20207PG28 Chemical Synthesis=
LBF20207PG29 Chemical Synthesis=
LBF20207PG30 Chemical Synthesis=
LBF20207PG31 Chemical Synthesis=
LBF20207PG32 Chemical Synthesis=
LBF20207PG33 Chemical Synthesis=
LBF20207PG34 Chemical Synthesis=
LBF20207PG35 Chemical Synthesis=
LBF20207PG36 Chemical Synthesis=
LBF20207PG37 Chemical Synthesis=
LBF20207PG38 Chemical Synthesis=
LBF20207PG39 Chemical Synthesis=
LBF20207PG40 Chemical Synthesis=
LBF20207PG41 Chemical Synthesis=
LBF20207PG42 Chemical Synthesis=
LBF20207PG43 Chemical Synthesis=
LBF20207PG44 Chemical Synthesis=
LBF20207PG45 Chemical Synthesis=
LBF20207PG46 Chemical Synthesis=
LBF20207PG47 Chemical Synthesis=
LBF20207PG48 Chemical Synthesis=
LBF20207PG49 Chemical Synthesis=
LBF20207PG50 Chemical Synthesis=
LBF20207PG51 Chemical Synthesis=[[Reference:Johnson_RA:Lincoln_FH:Nidy_EG:Schneider_WP:Thompson_JL:Axen_U:,J. Am. Chem. Soc.,1978,100,7690
LBF20207PG52 Chemical Synthesis=
LBF20207PG53 Chemical Synthesis=
LBF20207PG54 Chemical Synthesis=
LBF20207PG55 Chemical Synthesis=
LBF20207PG56 Chemical Synthesis=
LBF20207PG57 Chemical Synthesis=
LBF20207PG58 Chemical Synthesis=
LBF20207PG59 Chemical Synthesis=
LBF20207PG60 Chemical Synthesis=
LBF20207PG61 Chemical Synthesis=
LBF20207PG62 Chemical Synthesis=
LBF20207PG63 Chemical Synthesis=
LBF20207PG64 Chemical Synthesis=
LBF20207PG65 Chemical Synthesis=
LBF20207PG66 Chemical Synthesis=
LBF20207PG67 Chemical Synthesis=
LBF20207PG68 Chemical Synthesis=
LBF20207PG69 Chemical Synthesis=
LBF20207PG70 Chemical Synthesis=
LBF20207PG71 Chemical Synthesis=
LBF20207PG72 Chemical Synthesis=
LBF20207PG73 Chemical Synthesis=
LBF20207PG74 Chemical Synthesis=
LBF20207PG75 Chemical Synthesis=
LBF20207PG76 Chemical Synthesis=
LBF20207PG77 Chemical Synthesis=
LBF20207PG78 Chemical Synthesis=
LBF20207PG79 Chemical Synthesis=
LBF20207TX01 Chemical Synthesis=
LBF20207TX02 Chemical Synthesis=[[Reference:Hanessian_S:Lavallee_P:,Can. J. Chem.,1977,55,562
LBF20207TX03 Chemical Synthesis=
LBF20208PG01 Chemical Synthesis=
LBF20210PG01 Chemical Synthesis=
LBF20212LT01 Chemical Synthesis=
LBF20303PG03 Chemical Synthesis=[[Reference:Corey_EJ:Shirahama_H:Yamamoto_H:Terashima_S:Venkateswarlu_A:Schaaf_TK:,J. Am. Chem. Soc.,1971,93,1490
LBF20303PG04 Chemical Synthesis=[[Reference:Corey_EJ:Shirahama_H:Yamamoto_H:Terashima_S:Venkateswarlu_A:Schaaf_TK:,J. Am. Chem. Soc.,1971,93,1490
LBF20303PG05 Chemical Synthesis=
LBF20303PG06 Chemical Synthesis=
LBF20303PG07 Chemical Synthesis=
LBF20303SC01 Chemical Synthesis=
LBF20303TX01 Chemical Synthesis=
LBF20303TX02 Chemical Synthesis=[[Reference:Nakamura_N:Nagai_H:Yoneda:M:Suga_H:Kawamura_M:Iguchi_S:,Chem. Pharm. Bull. (Tokyo),1993,41,1769
LBF20306CV01 Chemical Synthesis=Preclavulone lactone I was synthesized from (S)-(-)-malic acid.[[Reference:Iwashima_M:Watanabe_K:Iguchi_K:,Tetrahedron Lett.,1997,38,8319
LBF20306CV02 Chemical Synthesis=
LBF20306CV03 Chemical Synthesis=Epoxidation of chlorovulone I with excess 5% aqueous sodium hypochlorite solution in DMF gave 10,11-epoxychlorovulone I.[[Reference:Iguchi_K:Kaneta_S:Mori_K:Yamada_Y:,Chem. Pharm. Bull. (Tokyo),1987,35,4375
LBF20306EO01 Chemical Synthesis=
LBF20306EO02 Chemical Synthesis=
LBF20306EO03 Chemical Synthesis=Table0001 [[Reference:Mosset_P:Yadagiri_P:Lumin_S:Capdevila_J:Falck_JR:,Tetrahedron_Lett.,1986,27,6035
LBF20306HO01 Chemical Synthesis=
LBF20306HO02 Chemical Synthesis=
LBF20306HO03 Chemical Synthesis=
LBF20306HO05 Chemical Synthesis=
LBF20306HO07 Chemical Synthesis=[[Reference:Shin_DS:Yadagiri_P:Falck_JR:Masferrer_JL:Schwartzman_ML:,Tetrah. Lett.,1989,30,3923
LBF20306HX01 Chemical Synthesis=
LBF20306HX02 Chemical Synthesis=
LBF20306HX03 Chemical Synthesis=[[Reference:Corey_EJ:Su_W:,Tetrahedron_Lett.,1984,25,5119
LBF20306HX04 Chemical Synthesis=[[Reference:Corey_EJ:Kang_J:Laguzza_BC:Jones_RL:,Tetrahedron_Lett.,1983,24,4913
LBF20306PG01 Chemical Synthesis=
LBF20306SC01 Chemical Synthesis=
LBF20306SC02 Chemical Synthesis=
LBF20307HO01 Chemical Synthesis=
LBF20307HP01 Chemical Synthesis=
LBF20307HP02 Chemical Synthesis=
LBF20307PG01 Chemical Synthesis=[[Reference:Corey_EJ:Moinet_G:,J. Am. Chem. Soc.,1973,95,6331
LBF20307PG02 Chemical Synthesis=
LBF20307PG03 Chemical Synthesis=
LBF20307PG04 Chemical Synthesis=
LBF20307PG05 Chemical Synthesis=[[Reference:Corey_EJ:Cyr_CR:,Tetrah. Lett.,1974,,1761
LBF20307PG06 Chemical Synthesis=
LBF20307PG38 Chemical Synthesis=[[Reference:Bundy_GL:Morton_DR:Peterson_DC:Nishizawa_EE:Miller_WL:,J. Med. Chem.,1983,26,790
LBF20307PG39 Chemical Synthesis=
LBF20307PG41 Chemical Synthesis=
LBF20308PG01 Chemical Synthesis=
LBF20308PG03 Chemical Synthesis=[[Reference:Bundy_GL:Morton_DR:Peterson_DC:Nishizawa_EE:Miller_WL:,J. Med. Chem.,1983,26,790
LBF20309EO01 Chemical Synthesis=
LBF20309HO01 Chemical Synthesis=
LBF20309HO02 Chemical Synthesis=
LBF20309SC01 Chemical Synthesis=
LBF20402SC01 Chemical Synthesis=
LBF20403PG03 Chemical Synthesis=
LBF20403PG04 Chemical Synthesis=
LBF20403SC01 Chemical Synthesis=
LBF20404SC01 Chemical Synthesis=
LBF20406AM01 Chemical Synthesis=This compound was synthesized from arachidonoylchloride and glycine in potassium hydroxide solution. Yield is 34%. [[Reference:Sheskin_T:Hanus_L:Slager_J:Vogel_Z:Mechoulam_R:,J. Med. Chem.,1997,40,659
LBF20406AM02 Chemical Synthesis=This compound was synthesized from D-serine and N-hydroxysuccinimide ester of arachidonic acid. The yield was 60 %. [[Reference:Sheskin_T:Hanus_L:Slager_J:Vogel_Z:Mechoulam_R:,J. Med. Chem.,1997,40,659
LBF20406AM03 Chemical Synthesis=This compound was synthesized from D-serine and N-hydroxysuccinimide ester of arachidonicacid. yield is 55%. [[Reference:Sheskin_T:Hanus_L:Slager_J:Vogel_Z:Mechoulam_R:,J. Med. Chem.,1997,40,659
LBF20406AM04 Chemical Synthesis=This compound was synthesized from arachidonoyl chloride and ethylamine, yield is 73 %. [[Reference:Sheskin_T:Hanus_L:Slager_J:Vogel_Z:Mechoulam_R:,J. Med. Chem.,1997,40,659
LBF20406AM05 Chemical Synthesis=This compound was synthesized from arachidonoylchloride and methylamine.Yield is 67 %.[[Reference:Sheskin_T:Hanus_L:Slager_J:Vogel_Z:Mechoulam_R:,J. Med. Chem.,1997,40,659
LBF20406AM06 Chemical Synthesis=This compound was synthesized from arachidonyl chloride and ammonium hydroxide. Yield is 80 %. [[Reference:Sheskin_T:Hanus_L:Slager_J:Vogel_Z:Mechoulam_R:,J. Med. Chem.,1997,40,659
LBF20406AM07 Chemical Synthesis=This compound was synthesized from arachidonoylchloride and n-propylamine.Yield 71%. [[Reference:Sheskin_T:Hanus_L:Slager_J:Vogel_Z:Mechoulam_R:,J. Med. Chem.,1997,40,659
LBF20406AM08 Chemical Synthesis=This compound was synthesized from arachidonoylchloride and isopropylamine.Yield 46%.[[Reference:Sheskin_T:Hanus_L:Slager_J:Vogel_Z:Mechoulam_R:,J. Med. Chem.,1997,40,659
LBF20406AM09 Chemical Synthesis=This compound was synthesized from arachidonoylchloride and n-butylamine. Yield is 56%. [[Reference:Sheskin_T:Hanus_L:Slager_J:Vogel_Z:Mechoulam_R:,J. Med. Chem.,1997,40,659
LBF20406AM10 Chemical Synthesis=This compound was synthesized from arachidonoyl chloride and tert-butylamine. Yield 72 % [[Reference:Sheskin_T:Hanus_L:Slager_J:Vogel_Z:Mechoulam_R:,J. Med. Chem.,1997,40,659
LBF20406AM11 Chemical Synthesis=This compound was synthesized from arachidonoylchloride and amylamine.Yield 70 % [[Reference:Sheskin_T:Hanus_L:Slager_J:Vogel_Z:Mechoulam_R:,J. Med. Chem.,1997,40,659
LBF20406AM12 Chemical Synthesis=This compound was synthesized from arachidonoylchloride and isoamylamine.Yield 7l % [[Reference:Sheskin_T:Hanus_L:Slager_J:Vogel_Z:Mechoulam_R:,J. Med. Chem.,1997,40,659
LBF20406AM13 Chemical Synthesis=This compound was synthesized from arachidonoyl chloride and 1,1-dimethylpropylamine.Yield 58 % [[Reference:Sheskin_T:Hanus_L:Slager_J:Vogel_Z:Mechoulam_R:,J. Med. Chem.,1997,40,659
LBF20406AM14 Chemical Synthesis=This compound was synthesized from arachidonoyl chloride and (R)-(-)-sec-butylamine.Yield 63 % [[Reference:Sheskin_T:Hanus_L:Slager_J:Vogel_Z:Mechoulam_R:,J. Med. Chem.,1997,40,659
LBF20406AM15 Chemical Synthesis=This compound was synthesized from arachidonoylchloride and (S)-(+)-sec-butylamine. Yield 55%. [[Reference:Sheskin_T:Hanus_L:Slager_J:Vogel_Z:Mechoulam_R:,J. Med. Chem.,1997,40,659
LBF20406AM16 Chemical Synthesis=This compound was synthesized from arachidonoyl chloride and 3-amino-l-propanol. Yield 68%. [[Reference:Sheskin_T:Hanus_L:Slager_J:Vogel_Z:Mechoulam_R:,J. Med. Chem.,1997,40,659
LBF20406AM17 Chemical Synthesis=This compound was synthesized from arachidonoyl chloride and 2-amino-2-methyl-l-propanol.Yield 48 %. [[Reference:Sheskin_T:Hanus_L:Slager_J:Vogel_Z:Mechoulam_R:,J. Med. Chem.,1997,40,659
LBF20406AM18 Chemical Synthesis=This compound was synthesized from arachidonoylchloride and 5-amino-l-pentanol. Yield 6l %. [[Reference:Sheskin_T:Hanus_L:Slager_J:Vogel_Z:Mechoulam_R:,J. Med. Chem.,1997,40,659
LBF20406AM19 Chemical Synthesis=This compound was synthesized from arachidonoylchloride and methoxyethylamine. Yield 4l%. [[Reference:Sheskin_T:Hanus_L:Slager_J:Vogel_Z:Mechoulam_R:,J. Med. Chem.,1997,40,659
LBF20406AM20 Chemical Synthesis=This compound was synthesized from arachidonoylchloride and N,N-diethylenediamine. Yield 70 %. [[Reference:Sheskin_T:Hanus_L:Slager_J:Vogel_Z:Mechoulam_R:,J. Med. Chem.,1997,40,659
LBF20406AM21 Chemical Synthesis=This compound was synthesized from arachidonoyl chloride and dimethylamine. Yield 59 %. [[Reference:Sheskin_T:Hanus_L:Slager_J:Vogel_Z:Mechoulam_R:,J. Med. Chem.,1997,40,659
LBF20406AM22 Chemical Synthesis=This compound was synthesized from arachidonoyl chloride and diethylamine. Yield 66%.[[Reference:Sheskin_T:Hanus_L:Slager_J:Vogel_Z:Mechoulam_R:,J. Med. Chem.,1997,40,659
LBF20406AM23 Chemical Synthesis=This compound was synthesized from arachidonoyl chloride and 2-(methylamino)ethanol. Yield 75 %.[[Reference:Sheskin_T:Hanus_L:Slager_J:Vogel_Z:Mechoulam_R:,J. Med. Chem.,1997,40,659
LBF20406AM24 Chemical Synthesis=This compound was synthesized from arachidonoyl chloried and 2-(ethylamino)ethanol. Yield 83 %. [[Reference:Sheskin_T:Hanus_L:Slager_J:Vogel_Z:Mechoulam_R:,J. Med. Chem.,1997,40,659
LBF20406AM25 Chemical Synthesis=This compound was synthesized from arachidonoyl chloride and 2-(propylamino)ethanol. Yield 6l %. [[Reference:Sheskin_T:Hanus_L:Slager_J:Vogel_Z:Mechoulam_R:,J. Med. Chem.,1997,40,659
LBF20406AM26 Chemical Synthesis=This compound was synthesized from arachidonoyl chloride and diethanolamine. Yield 45 %. [[Reference:Sheskin_T:Hanus_L:Slager_J:Vogel_Z:Mechoulam_R:,J. Med. Chem.,1997,40,659
LBF20406AM27 Chemical Synthesis=This compound was synthesized from arachidonoyl chloride and hydroxylamine hydrochloride.Yield 49%. [[Reference:Sheskin_T:Hanus_L:Slager_J:Vogel_Z:Mechoulam_R:,J. Med. Chem.,1997,40,659
LBF20406AM28 Chemical Synthesis=This compound was synthesized from arachidonic acid and ethanolamine. Yield 82 %. [[Reference:Sheskin_T:Hanus_L:Slager_J:Vogel_Z:Mechoulam_R:,J. Med. Chem.,1997,40,659
LBF20406AM29 Chemical Synthesis=This compound was synthesized from arachidonic acid and ethanolamine. Yield 47 %.[[Reference:Sheskin_T:Hanus_L:Slager_J:Vogel_Z:Mechoulam_R:,J. Med. Chem.,1997,40,659
LBF20406AM30 Chemical Synthesis=This compound was synthesized from arachidonic acid and propylamine. Yield 84 %. [[Reference:Sheskin_T:Hanus_L:Slager_J:Vogel_Z:Mechoulam_R:,J. Med. Chem.,1997,40,659
LBF20406AM31 Chemical Synthesis=This compound was synthesized from arachidonic acid and propylamine. Yield 70 %. [[Reference:Sheskin_T:Hanus_L:Slager_J:Vogel_Z:Mechoulam_R:,J. Med. Chem.,1997,40,659
LBF20406AM32 Chemical Synthesis=This compound was synthesized from arachidonic acid and isopropylamine. Yield 85 %. [[Reference:Sheskin_T:Hanus_L:Slager_J:Vogel_Z:Mechoulam_R:,J. Med. Chem.,1997,40,659
LBF20406AM33 Chemical Synthesis=This compound was synthesized from arachidonic acid and isopropylamine. Yield 78 %. [[Reference:Sheskin_T:Hanus_L:Slager_J:Vogel_Z:Mechoulam_R:,J. Med. Chem.,1997,40,659
LBF20406AM34 Chemical Synthesis=This compound was synthesized from arachidonic acid and (S)-(+)-l-amino-2-propanol. Yield is 57 %. [[Reference:Sheskin_T:Hanus_L:Slager_J:Vogel_Z:Mechoulam_R:,J. Med. Chem.,1997,40,659
LBF20406AM35 Chemical Synthesis=This compound was synthesized from arachidonic acid and (R)-(-)-2-amino-l-propanol. Yield is 45 %. [[Reference:Sheskin_T:Hanus_L:Slager_J:Vogel_Z:Mechoulam_R:,J. Med. Chem.,1997,40,659
LBF20406AM36 Chemical Synthesis=This compound was synthesized from arachidonic acid and (S)-(+)-2-amino-l-propanol. Yield is 44 %. [[Reference:Sheskin_T:Hanus_L:Slager_J:Vogel_Z:Mechoulam_R:,J. Med. Chem.,1997,40,659
LBF20406AM37 Chemical Synthesis=This compound was synthesized from arachidonic acid and (R)-(-)-2-amino-l-propanol in 69% yield. [[Reference:Abadji_V:Lin_S:Taha_G:Griffin_G:Stevenson_LA:Pertwee_RG:Makriyannis_A:,J. Med. Chem.,1994,37,1889
LBF20406AM38 Chemical Synthesis=This compound was synthesized from arachidonic acid and (S)-(+)-l-amino-2-propanol in 63% yield. [[Reference:Abadji_V:Lin_S:Taha_G:Griffin_G:Stevenson_LA:Pertwee_RG:Makriyannis_A:,J. Med. Chem.,1994,37,1889
LBF20406AM39 Chemical Synthesis=This compound was synthesized from arachidonic acid and (R)-(-)-l-amino-2-propanolyield 63%. [[Reference:Sheskin_T:Hanus_L:Slager_J:Vogel_Z:Mechoulam_R:,J. Med. Chem.,1997,40,659
LBF20406AM40 Chemical Synthesis=This compound was synthesized from arachidonoylchloride and 2-fluoroethylamine. [[Reference:Adams_IB:Ryan_W:Singer_M:Thomas_BF:Compton_DR:Razdan_RK:Martin_BR:,J. Pharmacol. Exp. Ther.,1995,273,1172
LBF20406AM41 Chemical Synthesis=This compound was synthesized from arachidonoylchloride and morpholine. [[Reference:Adams_IB:Ryan_W:Singer_M:Thomas_BF:Compton_DR:Razdan_RK:Martin_BR:,J. Pharmacol. Exp. Ther.,1995,273,1172
LBF20406AM42 Chemical Synthesis=This compound was synthesized from arachidonoylchloride and (±)phenylpropanolamine.Yield 67 %. [[Reference:Sheskin_T:Hanus_L:Slager_J:Vogel_Z:Mechoulam_R:,J. Med. Chem.,1997,40,659
LBF20406AM43 Chemical Synthesis=This compound was synthesized from arachidonoylchloride and phenoxyethylamine. [[Reference:Adams_IB:Ryan_W:Singer_M:Thomas_BF:Compton_DR:Razdan_RK:Martin_BR:,J. Pharmacol. Exp. Ther.,1995,273,1172
LBF20406AM44 Chemical Synthesis=This compound was synthesized from arachidonoylchloride and 4-aminobenzenesulfonamide. [[Reference:Adams_IB:Ryan_W:Singer_M:Thomas_BF:Compton_DR:Razdan_RK:Martin_BR:,J. Pharmacol. Exp. Ther.,1995,273,1172
LBF20406AM45 Chemical Synthesis=This compound was synthesized from the reaction of arachidonic acid and p-bromobenzene sulfonamide in the presence of l-ethyl-3-[3-(dimethylamino)propyl]carbodiimide and 4-dimethylaminopyridene in methylene chloride at room temperature. [[Reference:Adams_IB:Ryan_W:Singer_M:Thomas_BF:Compton_DR:Razdan_RK:Martin_BR:,J. Pharmacol. Exp. Ther.,1995,273,1172
LBF20406AM46 Chemical Synthesis=This compound was synthesized from arachidonoylchloride and 2-(4'-benzenesulfonamide)ethylamine. [[Reference:Adams_IB:Ryan_W:Singer_M:Thomas_BF:Compton_DR:Razdan_RK:Martin_BR:,J. Pharmacol. Exp. Ther.,1995,273,1172
LBF20406CV01 Chemical Synthesis=Clavulolactone II was converted from clavulone II.[[Reference:Iguchi_K:Iwashima_M:Watanabe_K:,J. Nat. Prod.,1995,58,790
LBF20406CV02 Chemical Synthesis=Clavulolactone III was converted from clavulone III.[[Reference:Iguchi_K:Iwashima_M:Watanabe_K:,J. Nat. Prod.,1995,58,790
LBF20406CV03 Chemical Synthesis=4-Epiclavulone II was synthesized from clavulone II.[[Reference:Iwashima_M:Okamoto_K:Miyai_Y:Iguchi_K:,Chem. Pharm. Bull. (Tokyo),1999,47,884
LBF20406CV04 Chemical Synthesis=4-Epiclavulone III was synthesized from clavulone III.[[Reference:Iwashima_M:Okamoto_K:Miyai_Y:Iguchi_K:,Chem. Pharm. Bull. (Tokyo),1999,47,884
LBF20406CV05 Chemical Synthesis=Clavulone I was synthesized from cyclopentadiene and methyl 3-chloroformylpropionate as a racemic form.[[Reference:Corey_EJ:Mehrotra_MM:,J. Am. Chem. Soc.,1984,106,3384
LBF20406CV06 Chemical Synthesis=Clavulone II was synthesized from cyclopentadiene and methyl 3-chloroformylpropionate as a racemic form.[[Reference:Corey_EJ:Mehrotra_MM:,J. Am. Chem. Soc.,1984,106,3384
LBF20406CV07 Chemical Synthesis=Clavulones were synthesized from L-(+)-diethyl tartarate and D-mannitol as a natural form.[[Reference:Nagaoka_H:Miyakoshi_T:Yamada_Y:,Tetrahedron Lett.,1984,25,3621
LBF20406CV08 Chemical Synthesis=Clavulones were synthesized from L-(+)-diethyl tartarate and D-mannitol as a natural form.[[Reference:Nagaoka_H:Miyakoshi_T:Yamada_Y:,Tetrahedron Lett.,1984,25,3621
LBF20406CV09 Chemical Synthesis=
LBF20406CV10 Chemical Synthesis=
LBF20406CV11 Chemical Synthesis=
LBF20406CV12 Chemical Synthesis=Photoisomerization of chlorovulone I (fluoresent lamp, benzene, 40 hr) gave a mixture of chlorovulones I, II and III.[[Reference:Iguchi_K:Kaneta_S:Mori_K:Yamada_Y:Honda_A:Mori_Y:,Tetrahedron Lett.,1985,26,5787
LBF20406CV13 Chemical Synthesis=Photoisomerization of chlorovulone I (fluoresent lamp, benzene, 40 hr) gave a mixture of chlorovulones I, II and III.[[Reference:Iguchi_K:Kaneta_S:Mori_K:Yamada_Y:Honda_A:Mori_Y:,Tetrahedron Lett.,1985,26,5787
LBF20406CV14 Chemical Synthesis=Photoisomerization of chlorovulone I (fluoresent lamp, benzene, 40 hr) gave a mixture of chlorovulones I, II and III.[[Reference:Iguchi_K:Kaneta_S:Mori_K:Yamada_Y:Honda_A:Mori_Y:,Tetrahedron Lett.,1985,26,5787
LBF20406CV15 Chemical Synthesis=
LBF20406CV16 Chemical Synthesis=
LBF20406CV17 Chemical Synthesis=
LBF20406CV18 Chemical Synthesis=Clavulolactone I was converted from clavulone I.[[Reference:Iwashima_M:Okamoto_K:Konno_F:Iguchi_K:,J. Nat. Prod.,1999,62,352
LBF20406EO01 Chemical Synthesis=[[Reference:VanRollins_M:,Lipids,1990,25,481
LBF20406HO07 Chemical Synthesis=
LBF20406HO08 Chemical Synthesis=
LBF20406HO09 Chemical Synthesis=
LBF20406HO10 Chemical Synthesis=
LBF20406HO11 Chemical Synthesis=
LBF20406HO12 Chemical Synthesis=
LBF20406HO13 Chemical Synthesis=
LBF20406HO14 Chemical Synthesis=
LBF20406HO15 Chemical Synthesis=
LBF20406HO16 Chemical Synthesis=
LBF20406HO17 Chemical Synthesis=
LBF20406HO18 Chemical Synthesis=
LBF20406HO19 Chemical Synthesis=
LBF20406HO20 Chemical Synthesis= [[:Template:Image200
LBF20406HO21 Chemical Synthesis=[[Reference:Corey_EJ:Niwa_H:Knolle_J:,J. Am. Chem. Soc.,1978,100,1942
LBF20406HO22 Chemical Synthesis=[[Reference:Yadagiri_P:Lumin_S:Mosset_P:Capdevila_J:Falck_JR:,Tetrah. Lett.,1986,27,6039
LBF20406HO23 Chemical Synthesis=
LBF20406HP01 Chemical Synthesis=
LBF20406HP02 Chemical Synthesis=
LBF20406HP03 Chemical Synthesis=
LBF20406HP04 Chemical Synthesis=
LBF20406HP05 Chemical Synthesis=
LBF20406HP06 Chemical Synthesis=
LBF20406HP07 Chemical Synthesis=
LBF20406HP08 Chemical Synthesis=
LBF20406HP09 Chemical Synthesis=
LBF20406HP10 Chemical Synthesis=
LBF20406LT01 Chemical Synthesis=[[Reference:Corey_EJ:Arai_Y:Mioskowski_C:,J. Am. Chem. Soc.,1979,101,6748
LBF20406LT02 Chemical Synthesis=[[Reference:Corey_EJ:Marfat_A:Goto_G:Brion_F:,J. Am. Chem. Soc.,1980,102,7984
LBF20406LT03 Chemical Synthesis=
LBF20406LT04 Chemical Synthesis=
LBF20406LT05 Chemical Synthesis=
LBF20406LT06 Chemical Synthesis=
LBF20406LT07 Chemical Synthesis=
LBF20406LT08 Chemical Synthesis=
LBF20406LT09 Chemical Synthesis=
LBF20406LT10 Chemical Synthesis=
LBF20406LT11 Chemical Synthesis=
LBF20406LT12 Chemical Synthesis=
LBF20406LT13 Chemical Synthesis=[[Reference:Cohen_N:Banner_BL:Lopresti_RJ:Wong_F:Rosenberger_M:Liu_YY:Thom_E:Liebman_AA:,J. Am. Chem. Soc.,1983,105,3661
LBF20406LT14 Chemical Synthesis=[[Reference:Corey_EJ:Clark_DA:Goto_G:Marfat_A:Mioskowski_C:Samuelsson_B:Hammarstroem_S:,J. Am. Chem. Soc.,1980,102,1436
LBF20406LT15 Chemical Synthesis=
LBF20406LT16 Chemical Synthesis=
LBF20406LT17 Chemical Synthesis=[[Reference:Cohen_N:Banner_BL:Lopresti_RJ:Wong_F:Rosenberger_M:Liu_YY:Thom_E:Liebman_AA:,J. Am. Chem. Soc.,1983,105,3661
LBF20406LT18 Chemical Synthesis=
LBF20406LT19 Chemical Synthesis=[[Reference:Foster_A:Fitzsimmons_B:Letts_LG:,Prostaglandins,1986,31,1077
LBF20406LT20 Chemical Synthesis= [[:Template:Image200
LBF20406OX01 Chemical Synthesis=
LBF20406OX02 Chemical Synthesis=
LBF20406PG02 Chemical Synthesis=
LBF20406PH01 Chemical Synthesis=This compound was synthesized from N-hydroxysuccinimide ester of arachidonic acid and O-phosphoethanolamine in 60% yield. [[Reference:Sheskin_T:Hanus_L:Slager_J:Vogel_Z:Mechoulam_R:,J. Med. Chem.,1997,40,659
LBF20406SC01 Chemical Synthesis=
LBF20407HO02 Chemical Synthesis=
LBF20407HO04 Chemical Synthesis=
LBF20407HO05 Chemical Synthesis=
LBF20407HO06 Chemical Synthesis=
LBF20407HO07 Chemical Synthesis=[[Reference:Baldwin_JE:Davies_DI:Hughes_L:Gutterridge_NJA:,J. Chem. Soc. Perkin I,1979,,115
LBF20407HP01 Chemical Synthesis=
LBF20407LX01 Chemical Synthesis=Table0001 [[Reference:Adams_J:Fitzsimmons_BJ:Girard_Y:Leblanc_Y:Evans_JF:Rokach_J:,J._Am._Chem._Soc.,1985,107,464
LBF20407OX01 Chemical Synthesis=
LBF20408LX01 Chemical Synthesis=
LBF20502SC01 Chemical Synthesis=
LBF20503HO01 Chemical Synthesis=
LBF20503HO02 Chemical Synthesis=
LBF20503HO03 Chemical Synthesis=
LBF20503HO04 Chemical Synthesis=
LBF20503HO05 Chemical Synthesis=
LBF20503HO06 Chemical Synthesis=
LBF20503HO07 Chemical Synthesis=
LBF20503HO08 Chemical Synthesis=
LBF20503HO09 Chemical Synthesis=
LBF20503HP01 Chemical Synthesis=
LBF20503HP02 Chemical Synthesis=
LBF20503HP03 Chemical Synthesis=
LBF20503HP04 Chemical Synthesis=
LBF20503HP05 Chemical Synthesis=
LBF20503HP06 Chemical Synthesis=
LBF20503HP07 Chemical Synthesis=
LBF20503HP08 Chemical Synthesis=
LBF20503LT01 Chemical Synthesis=[[Reference:Corey_EJ:Pyne_SG:Su_W:,Tetrah. Lett.,1983,24,4883
LBF20503SC01 Chemical Synthesis=
LBF21000BC01 Chemical Synthesis=
LBF21000HO01 Chemical Synthesis=synthetic by the partial reduction of heneicosanedioic acid dimethyl ester
LBF21000SC01 Chemical Synthesis=
LBF21503HO04 Chemical Synthesis=
LBF22000BC01 Chemical Synthesis=
LBF22000HO01 Chemical Synthesis=hydrolysis of suberin; synthetic by the action of aqueous KOH on 2-bromobehenic acid
LBF22000HO02 Chemical Synthesis=synthetic
LBF22000HO03 Chemical Synthesis=
LBF22000SC01 Chemical Synthesis=
LBF22107PG02 Chemical Synthesis=
LBF22109SC01 Chemical Synthesis=Synthetic
LBF22109SC02 Chemical Synthesis=Synthetic, by (1) the malonic ester method, and (2) treating erucic acid with a variety of isomerizing agents.
LBF22111SC01 Chemical Synthesis=
LBF22206SC01 Chemical Synthesis=
LBF22209PG13 Chemical Synthesis=
LBF22209SC01 Chemical Synthesis=
LBF222nnPG01 Chemical Synthesis=
LBF22308SC01 Chemical Synthesis=
LBF22309SC01 Chemical Synthesis=
LBF22403SC01 Chemical Synthesis=
LBF22406SC01 Chemical Synthesis=
LBF22408AM01 Chemical Synthesis=This compound was synthesized from 16,16-dimethyldocosa-cis-5,8,11,14-tetraenoic methyl ester, NaCN and ethanolamine by heating (50°C in methanol)in a sealed tube. Yield 82 %. [[Reference:Seltzman_HH:Fleming_DN:Thomas_BF:Gilliam_AF:McCallion_DS:Pertwee_RG:Compton_DR:Martin_BR:,J. Med. Chem.,1997,40,3626
LBF22408AM02 Chemical Synthesis=(R)-(16,16-Dimethyldocosa-cis-5,8,11,14-tetraenoic methyl ester (methyl alcohol solution), NaCN and (R)-(-)-2-amino-1-propanol are heated at 50°C overnight in a sealed tube. Yield 77%. [[Reference:Seltzman_HH:Fleming_DN:Thomas_BF:Gilliam_AF:McCallion_DS:Pertwee_RG:Compton_DR:Martin_BR:,J. Med. Chem.,1997,40,3626
LBF22408AM03 Chemical Synthesis=A methanol solution of the corresponding ester , NaCN and (S)-(+)-1-amino-2-propanol are heated 2-days in a hot block at 50°C. Yield 65%. [[Reference:Seltzman_HH:Fleming_DN:Thomas_BF:Gilliam_AF:McCallion_DS:Pertwee_RG:Compton_DR:Martin_BR:,J. Med. Chem.,1997,40,3626
LBF22408AM04 Chemical Synthesis=A methanol solution of the corresponding ester, NaCN and 2-methoxyethylamine heated 2-days in a hot block at 50°C.Yield 4l %. [[Reference:Seltzman_HH:Fleming_DN:Thomas_BF:Gilliam_AF:McCallion_DS:Pertwee_RG:Compton_DR:Martin_BR:,J. Med. Chem.,1997,40,3626
LBF22408AM05 Chemical Synthesis=Heating a methanolic solution of the corresponding ester, NaCN and n-propylamine for 2days in a hot block at 50°C.Yield 44%. [[Reference:Seltzman_HH:Fleming_DN:Thomas_BF:Gilliam_AF:McCallion_DS:Pertwee_RG:Compton_DR:Martin_BR:,J. Med. Chem.,1997,40,3626
LBF22409SC01 Chemical Synthesis=
LBF22503SC01 Chemical Synthesis=
LBF22503SC02 Chemical Synthesis=
LBF22506SC01 Chemical Synthesis=
LBF22603SC01 Chemical Synthesis=
LBF23000BC01 Chemical Synthesis=
LBF23000BC02 Chemical Synthesis=
LBF23000SC01 Chemical Synthesis=
LBF23101SC01 Chemical Synthesis=Synthetic, by lengthening the chain of 10-undecenoic acid.
LBF232nnPG01 Chemical Synthesis=
LBF232nnPG02 Chemical Synthesis=
LBF232nnPG03 Chemical Synthesis=
LBF232nnPG04 Chemical Synthesis=
LBF24000BC01 Chemical Synthesis=
LBF24000HO01 Chemical Synthesis=
LBF24000SC01 Chemical Synthesis=
LBF24109HO01 Chemical Synthesis=
LBF24109SC01 Chemical Synthesis=
LBF24109SC02 Chemical Synthesis=Synthetic
LBF24122BC01 Chemical Synthesis=
LBF24603SC01 Chemical Synthesis=
LBF25000BC01 Chemical Synthesis=
LBF25000SC01 Chemical Synthesis=
LBF26000BC01 Chemical Synthesis=
LBF26000SC01 Chemical Synthesis=
LBF26109SC01 Chemical Synthesis=
LBF26117SC01 Chemical Synthesis=
LBF26206SC01 Chemical Synthesis=
LBF27000BC01 Chemical Synthesis=
LBF27000SC01 Chemical Synthesis=
LBF28000BC01 Chemical Synthesis=Synthetic.
LBF28000SC01 Chemical Synthesis =
LBF28109SC01 Chemical Synthesis=
LBF29000SC01 Chemical Synthesis=
LBF30000BC01 Chemical Synthesis=
LBF30000SC01 Chemical Synthesis=
LBF30109SC01 Chemical Synthesis=
LBF31000SC01 Chemical Synthesis=synthetic.
LBF32000SC01 Chemical Synthesis=
LBF32109SC01 Chemical Synthesis=
LBF33000SC01 Chemical Synthesis=
LBF34000SC01 Chemical Synthesis=Synthesized by oxidation of 1-tetratriacontanol with the nitrile method.
LBF35000SC01 Chemical Synthesis=
LBF36000SC01 Chemical Synthesis=Synthetic wax; melting point, 99.9°C.
LBF37000SC01 Chemical Synthesis=Synthetic wax.
LBF38000SC01 Chemical Synthesis=Synthetic wax; melting point, 101.6°C.[[Reference:Francis_F:Piper_SH:,J. Am. Chem. Soc.,1939,61,577
LBF46000SC01 Chemical Synthesis=Synthetic wax; melting point, 106.8°C.[[Reference:Francis_F:Piper_SH:,J. Am. Chem. Soc.,1939,61,577


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