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化学学报
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化学学报 ›› 1962, Vol. 28 ›› Issue (6): 398-400. 上一篇    

通讯

16α-羥基16β-甲基孕甾烯化合物的合成

黄鳴龍, 陈毓羣   

  1. 中国科学院有机化学研究所
  • 投稿日期:1962-08-17 发布日期:2013-06-03

SYNTHESIS OF 16α-HYDROXY-16β-METHYLPREGNENES

HUANG-MINLON, CHEN YUH-CHENG   

  1. Institute of Organic Chemistry, Academia Sinica
  • Received:1962-08-17 Published:2013-06-03

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在改良的副肾皮激素中疗效最强而无钠素保留副作用者首推 Dexamethasone(Ⅰa)和Triamcinolone(Ⅰb)。鉴于9α-氟可的唑的疗效虽比可的唑大十倍,而其纳素保留副作用也相应增加[1],可见Ⅰa和Ⅰb副作用的消失是由于C16的α位置的取代基的存在。

Modified Kishner-Wolff reduction of 16α,17α-epoxy-l6β-methyl-Δ5-pregnene 3β-o1-20-one (Ⅱb) afforded a mirture of two 16β-methyl-Δ5.17(20)-pregnadien-3β,16α-diols Ⅳa+Ⅳb geometrically isomeric at C17-20. The structures of those compounds were proved by hydrogenation to compound Ⅴ, dehydration to compound Ⅵa, oxidation to compounds Ⅶa and Ⅶb and ozonization to yield acetaldehyde.