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氘代17-甲基睾酮的合成。

Synthesis of deuterium labeled 17-methyl-testosterone.

作者信息

Shinohara Y, Baba S, Kasuya Y

出版信息

Steroids. 1984 Sep;44(3):253-60. doi: 10.1016/0039-128x(84)90006-0.

DOI:10.1016/0039-128x(84)90006-0
PMID:6537054
Abstract

The synthesis of two forms of selectively deuterated 17-methyl-testosterone is described. 17-Methyl-d3-testosterone was prepared by the Grignard reaction of dehydroepiandrosterone with deuterium labeled methyl magnesium iodide followed by an Oppenauer oxidation. 17-Methyl-d3-testosterone-19,19,19-d3 was prepared by treating 3,3-ethylenedioxy-5,10-epoxy-5 alpha, 10 alpha-estran-17-one with deuterium labeled methyl magnesium bromide followed by hydrolysis and dehydration of the 5 alpha-hydroxyandrostane derivative.

摘要

描述了两种形式的选择性氘代17-甲基睾酮的合成。17-甲基-d3-睾酮是通过脱氢表雄酮与氘标记的甲基碘化镁的格氏反应,然后进行欧芬脑尔氧化制备的。17-甲基-d3-睾酮-19,19,19-d3是通过用氘标记的甲基溴化镁处理3,3-亚乙基二氧基-5,10-环氧-5α,10α-雌甾-17-酮,然后对5α-羟基雄甾烷衍生物进行水解和脱水制备的。

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