| 16S,20S-环氧孕甾-3S-醇乙酸酯的合成及其区域选择性环氧开环取代反应 |
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| 引用本文： | 韩军,林静容,金荣华,田伟生. 16S,20S-环氧孕甾-3S-醇乙酸酯的合成及其区域选择性环氧开环取代反应[J]. 化学学报, 2011, 69(19): 2272-2280 |
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| 作者姓名： | 韩军 林静容 金荣华 田伟生 |
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| 作者单位： | 1. 上海师范大学资源化学实验室,上海,200234
2. 上海师范大学资源化学实验室,上海200234／中国科学院上海有机化学研究所,上海200032 |
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| 基金项目： | 上海市教育委员会科研创新项目(Nos.09YZ164,08YZ70); 上海师范大学一般科研项目(No.DYL200903)资助项目 |
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| 摘 要： | 提供了一种将剑麻皂甙元降解产物孕甾三醇转化为16S,20S-环氧孕甾-3S-醇乙酸酯（4b）的合成方法,并系统地考察了其在不同条件下的环氧开环反应.研究发现16S,20S-环氧孕甾-3S-醇乙酸酯可选择性地被转化为20R-溴代孕甾-3S,16S-二醇二乙酸酯、20R-溴代孕甾-3S,16S-二醇-3-乙酸酯、20R-氯...
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| 关 键 词： | 剑麻皂甙元 孕甾三醇 16S,20S-环氧孕甾-3S-醇乙酸酯 环氧开环 合成 |
Synthesis of 16S,20S-Epoxypregnane-3S-ol Acetate and Its Regioselective Epoxide-opening Substitution |
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| Han,Juna Lin,Jingrong,a Jin,Ronghuaa Tian,Weisheng,a,b. Synthesis of 16S,20S-Epoxypregnane-3S-ol Acetate and Its Regioselective Epoxide-opening Substitution[J]. Acta Chimica Sinica, 2011, 69(19): 2272-2280 |
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| Authors: | Han Juna Lin Jingrong a Jin Ronghuaa Tian Weisheng a b |
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| Affiliation: | Han,Juna Lin,Jingrong,a Jin,Ronghuaa Tian,Weisheng,a,b (a Laboratory of Resource Chemistry,Shanghai Normal University,Shanghai 200234)(b Shanghai Institute of Organic Chemistry,Chinese Academy of Sciences,Shanghai 200032) |
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| Abstract: | A synthetic method of 16S,20S-epoxypregnane-3S-ol acetate(4b) from pregnane-3S,16S,20S-triol was developed.Then the epoxide-opening reaction of 4b was investigated under different condi-tions.The research results showed that 16S,20S-epoxypregnane-3S-ol acetate was chemo-selectively converted into 20R-bromopregnane-3S,16S-diol diacetate,20R-bromopregnane-3S,16S-diol-3-acetate,20R-chloropregnane-3S,16S-diol diacetate,20R-iodopregnane-3S,16S-diol-3-acetate and pregnane-3S,16S,20R-triol-3-acetate.These results ... |
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| Keywords: | tigogenin pregnane-3S 16S 20S-triol 20S-epoxypregnane-3S-ol acetate epoxide-opening synthesis |
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