[A simple method for preparation of 18alpha-glycyrretinic acid ant its derivatives].
Treatment of 18 beta-glycyrrhizic acid with a methanolic solution of HCl resulted in a 1:1 mixture of methyl esters of 18 alpha- and 18 beta-glycyrrhetinic acids. Benzoylation of the mixture led to methyl esters of 3-benzoyl-18 alpha-glycyrrhetinic acid and 3-benzoyl-18 beta-glycyrrhetinic acid, which were separated by chromatography on silica gel. 18 alpha-Glycyrrhetinic acid was prepared by alkaline hydrolysis of methyl 3-benzoyl-18 alpha-glycyrrhetinate and was further used for the syntheses of 3-keto-18 alpha-glycyrrhetinic acid and methyl esters of 18 alpha-glycyrrhetinic acid and 3-keto-18 alpha-glycyrrhetinic acid.
Ignatov
D V
DV
Orekhovich Research Institute of Biomedicinal Chemistry, Russian Academy of Medical Sciences, Pogodinskaya ul. 10, Moscow, 119832 Russia.
Prokof'ev
Iu I
IuI
Ipatova
O M
OM
Timofeev
V P
VP
Medvedeva
N V
NV
Misharin
A Iu
AIu
D002625:Chemistry, Organic / Q000379:methods*; D002853:Chromatography, Liquid / Q000379:methods; D006034:Glycyrrhetinic Acid / Q000138:chemical synthesis*; D006868:Hydrolysis; D009682:Magnetic Resonance Spectroscopy; D013237:Stereoisomerism
D006034:Glycyrrhetinic Acid