| 16R-溴代孕甾-3S,20S-二醇二乙酸酯与碱的条件可控性反应 |
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| 引用本文： | 林静容,蒋世凤,周南琰,金荣华,田伟生. 16R-溴代孕甾-3S,20S-二醇二乙酸酯与碱的条件可控性反应[J]. 化学学报, 2008, 66(23): 2637-2645 |
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| 作者姓名： | 林静容 蒋世凤 周南琰 金荣华 田伟生 |
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| 作者单位： | (a上海师范大学资源化学实验室 上海 200234) (b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项目 ， 上海市教育委员会科研创新项目 ， 上海师范大学一般科研项目 |
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| 摘 要： | 为了合理利用甾体皂甙元资源, 系统地考察了16R-溴代孕甾-3S,20S-二醇二乙酸酯在不同反应条件下与碱的反应. 给出了选择性地分别转化16R-溴代孕甾-3S,20S-二醇二乙酸酯成为孕甾-16-烯-3S,20S-二醇二乙酸酯、16R-溴代孕 甾-3S,20S-二醇、孕甾-3S,16S,20S-三醇、孕甾-14,16-二烯-3S-醇乙酸酯和雄甾-16-烯-3S-醇等化合物的可控性反应结果. 这些条件可控性反应结果不仅为甾体药物和生物活性天然甾体化合物合成提供了新的合成中间体, 也为它们新合成策略和途径的设计提供了机遇.
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| 关 键 词： | 剑麻皂甙元 孕甾-16-烯-3S 20S-二醇二乙酸酯 16R-溴代孕甾-3S 20S-二醇二乙酸酯 雄甾-16-烯-3S-醇 条件可控性反应 |
| 收稿时间： | 2008-02-25 |
| 修稿时间： | 2008-06-13 |
Controllable Reaction of 16R-Bromopregnane-3S,20S-diol Diacetate with Bases |
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| LIN,Jing-Rong,JIANG,Shi-Feng,ZHOU,Nan-Yan,JIN,Rong-Hua,TIAN,Wei-Sheng. Controllable Reaction of 16R-Bromopregnane-3S,20S-diol Diacetate with Bases[J]. Acta Chimica Sinica, 2008, 66(23): 2637-2645 |
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| Authors: | LIN Jing-Rong JIANG Shi-Feng ZHOU Nan-Yan JIN Rong-Hua TIAN Wei-Sheng |
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| Affiliation: | (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: | The reaction of 16R-bromopregnane-3S,20S-diol diacetate with bases was investigated according to the demand of rationally utilizing steroidal sapogenins. Some useful and controllable reaction results were obtained through such investigation, in which, 16R-bromopregnane-3S,20S-diol diacetate was chemo-selec-tively converted into pregn-16-ene-3S,20S-diol diacetate, 16R-bromopregnane-3S,20S-diol, preg-nane-3S,16S,20S-triol, pregne-14,16-dien-3S-ol acetate and androst-16-en-3S-ol respectively. These results not only provided new synthetic intermediates for the syntheses of steroidal drugs and natural steroids, but also presented more opportunity for the design of their new synthetic strategies and routes. |
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| Keywords: | tigogenin pregn-16-ene-3S 20S-diol diacetate 16R-bromopregnane-3S 20S-diol diacetate an-drost-16-en-3S-ol controllable reaction |
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