新型胆汁醇——(22R)-和(22S)-5β-胆甾烷-3α,7α,12α,22,25-戊醇的合成
New bile alcohols - synthesis of (22R)- and (22S)-5beta-cholestane-3alpha,7alpha,12alpha,22,25-pentols.
作者信息
Kihira K, Kuramoto T, Hoshita T
出版信息
Steroids. 1976 Mar;27(3):383-93. doi: 10.1016/0039-128x(76)90058-1.
PMID:1265799
Abstract
The synthesis of (22R)- and (22S)-5beta-cholestane-3alpha,7alpha,12alpha,22,25-pentols is described. Bisnorcholyl aldehyde was prepared from cholic acid and converted into the cholestane-pentols by a Grignard reaction with 3-methyl-3-(tetrahydropyran-2-yloxy)-butynylmagnesium bromide followed by hydrogenation and acid hydrolysis. One of the synthetic pentols, the 22R-isomer was identical with a metabolite of 5beta-cholestane-3alpha,7alpha,25-triol formed in the rabbit.
摘要
描述了(22R)-和(22S)-5β-胆甾烷-3α,7α,12α,22,25-戊醇的合成。双降胆甾烯醛由胆酸制备，并通过与3-甲基-3-(四氢吡喃-2-基氧基)-丁炔基溴化镁的格氏反应转化为胆甾烷-戊醇，随后进行氢化和酸水解。其中一种合成的戊醇，即22R-异构体，与在兔体内形成的5β-胆甾烷-3α,7α,25-三醇的一种代谢物相同。
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