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Acta Chimica Sinica ›› 2006, Vol. 64 ›› Issue (12): 1265-1268. Previous Articles     Next Articles

Original Articles

孕甾三醇的区域选择性乙酰化/溴代反应的研究

林静容1，王静1，陈丽君1，王玉春1，唐小枚1，许启海2，朱臻2，田伟生*,1,2   

  1. (1上海师范大学生命与环境科学学院 上海 200234)
    (2中国科学院上海有机化学研究所 上海 200032)
  • 投稿日期:2005-11-17 修回日期:2006-02-20 发布日期:2006-06-28
  • 通讯作者: 田伟生

Studies on the Regioselectivity of Acetylation-bromination in Pregnanetriol

LIN Jin-Rong1, WANG Jing1, CHEN Li-Jun1, WANG Yu-Chun1, TANG Xiao-Mei1, XU Qi-Hai2, ZHU Zhen2, TIAN Wei-Sheng*,1,2   

  1. (1 College of Life Sciences and Environment, Shanghai Normal University, Shanghai 200234)
    (2 Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032)
  • Received:2005-11-17 Revised:2006-02-20 Published:2006-06-28
  • Contact: TIAN Wei-Sheng

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In order to make rational utilization of tigogenin, the reaction of pregnane-3S,16S,20S-triol and HBr/HOAc was explored in detail, and a regioselective acetylation-bromination reaction of pregnane-3S,16S,20S-triol was found during this exploration. Based on this regioselective acetylation-bromination, pregnane-3S,16S,20S-triol can be easily transformed into 16R-bromopregnane-3S,20S-diol diacetate in good yield.

Key words: tigogenin, pregnane-3S,16S,20S-triol, acetylation-bromination