雌三醇11位取代物的合成
SYNTHESIS OF 11-SUBSTITUTED ESTRIOL
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摘要: 为了寻找新的雌激素类药物,合成了(11),(14a)~(14d)等五个雌三醇的11位取代物(11α-OH,11β-OH,11α-OCH3,11β-OCH3,11β-OAc)供药理筛选。化合物的制备采用了新的合成路线;对△9(11)-雌酚酮缩酮物(3)及11位取代雌酚酮烯醇酯化合物(10a),(10b)的硼氢化反应进行了考察,分离得到了9α-羟基物(5)及11位取代的16表雌三醇(13a)、(13b)等副产物。所有化合物的结构均通过光谱解析和化学转换得以确证。Abstract: In a search for new estrogenic drugs, the 11-substituted estriols (11α-OH, 11α-OCH3, 11β-OH, 11β-OCH3 and 11β-OAc) were synthesised. A novel process for their preparations was described. The structure of synthetic compounds were confirmed by chemical transformation and spectral analysis. The hydroboration of the 9(11)-dehydroestrone-3-ether-17-ketal (3) and the enol acetates of 11-substituted estrone 3-ether (10a), (10b) were investigated. The by-products 17-ketalized 9α-hydroxy-estrone 3-ether (5) and 16-epi-11-substituted estriol 3-ether (13a), (13b) were obtained.
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