3α,7α - 二乙酰氧基 - 11 - 氧代 - 5β - 胆烷 - 24 - 酸甲酯的合成
The synthesis of methyl 3 alpha, 7 alpha-diacetoxy-11-oxo-5 beta-cholan-24-oate.
作者信息
Halperin G
出版信息
Steroids. 1979 Mar;33(3):295-304. doi: 10.1016/0039-128x(79)90006-0.
PMID:442125
Abstract
Reaction of methyl-3 alpha-7 alpha-diacetoxy-11 alpha-bromo-12-oxo-5 beta-cholan-24-oate with sodium borohydride in pyridine solution containing sodium acetate gave the corresponding 11 beta, 12 beta-epoxide in 65% yield. The epoxy-ring was opened with hydrobromic or hydroiodic acid to give the corresponding 12 alpha-halo-11 beta-alcohols, which were converted to the halo-ketones and finally to methyl 3 alpha,7 alpha-diacetoxy-11-oxo-5 beta-cholan-24-oate.
摘要
3α,7α - 二乙酰氧基 - 11α - 溴 - 12 - 氧代 - 5β - 胆烷 - 24 - 酸甲酯在含有醋酸钠的吡啶溶液中与硼氢化钠反应，以65%的产率得到相应的11β,12β - 环氧化物。用氢溴酸或氢碘酸开环环氧环，得到相应的12α - 卤代 - 11β - 醇，其被转化为卤代酮，最终转化为3α,7α - 二乙酰氧基 - 11 - 氧代 - 5β - 胆烷 - 24 - 酸甲酯。
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