Synthesis of 26-halo-, 26-(phenylseleno)- and 26-indolyl cholesterol analogs
Synthesis of 26-halo-, 26-(phenylseleno)- and 26-indolyl cholesterol analogs
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26-卤代-、26-(苯基硒代)-和26-吲哚基胆固醇类似物的合成
DOI：
10.1021/jo00327a025
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发表时间：
1981
影响因子：
3.6
通讯作者：
E. Caspi
中科院分区：
文献类型：
--
作者：
T. Arunachalam;P. MacKoul;N. Green;E. Caspi
薯蓣皂苷元转化为26-羟基胆固醇。用（C6 H6）3 P和溴代或碘代琥珀酰亚胺分别处理26-羟基胆固醇，得到26-溴代和26-碘代。3-甲基吲哚与26-溴胆固醇3-甲硅烷基醚烷基化得到26-（3-甲基吲哚-1-基）胆固醇。胆甾-5，25-二烯-3，3-醇乙酸酯与溴化苯硒和乙酸钾反应，得到26-（苯硒基）胆甾-5-烯-3，3-二酮，25-二醇二乙酸酯和26-（苯基硒基）胆甾-5-烯-3/3，25-二醇3-乙酸酯。
Diosgenin was converted to 26-hydroxycholesterol. Treatmentof the 26-hydroxycholesterol with (C6H6) 3P and-bromo-or A-iodosuccinimide gave the 26-bromide and 26-iodide, respectively. Alkylation of 3-methylindole with 26-bromocholesterol 3-silyl ether gave the 26-(3-methylindol-l-yl) cholesterol. Reaction of cholesta-5, 25-dien-3/3-ol acetate with phenylselenium bromide and potassium acetate gave 26-(phenylseleno) cholest-5-ene-3/?, 25-diol diacetate and 26-(phenylseleno) cholest-5-ene-3/3, 25-diol 3-acetate.