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化学学报
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化学学报 ›› 1991, Vol. 49 ›› Issue (4): 406-411. 上一篇    下一篇

研究论文

6α-取代的(1S, 7aS)-(+)-1-叔丁氧基-7a-甲基-2, 3, 5, 6, 7, 7a-六氢茚-5- 酮的合成

孙琳;熊意风;伍建华;蔡祖恽   

  1. 中国科学院上海有机化学研究所.上海(200032)
  • 发布日期:1991-04-15

Synthesis of 6α-substituted (1S, 7aS)-(+)-1-t-butoxy-7a-methyl-2, 3, 5, 6, 7, 7a-hexahydroinden-5-ones

Sun Lin;Xiong Yifeng;Wu Jianhua;Cai Zuyun   

  1. Shanghai Inst Organ Chem., CAS.Shanghai(200032)
  • Published:1991-04-15

PDF

387

被引次数

2

用化学动力学控制的方法在化合物3的5-C上C=O与6-C发生烯醇化生成锂盐,然后可在6-C位分别引入甲基、烯丙基、苄基、溴以及羟基取代基。产物6、7、8、9a和11经鉴定,除9α外其他都是α和β构型的混合物,其中以α-构型取代物为主。

关键词: 甾体, 化学动力学控制, 合成, 激素, 甲基, 烯丙基, 苄基, 溴, 羟基, 丁氧基

It is known that 11-C-substituted steroids usually possess much higher biological activities than their mother substances. In this paper six 6α-substituted (1S, 7aS)-(+)-1-t-butoxy-7a-methyl-2, 3, 5, 6, 7, 7a-hexahydroinden-5-ones (4, 6, 7, 8, 9, 11) were synthesized in good yields with high stereoselectivity. These compounds are good intermediates for the syntheses of the related 11-C-substituted steroids.

Key words: SYNTHESIS, HORMONE, METHYL GROUP, ALLYL GROUP, BENZYL GROUP, BROMINE, HYDROXY GROUP, BUTOXY GROUP, TERT-BUTYL GROUP, SUBSTITUENT GROUP

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