中华医学超声杂志

应用化学 ›› 1994, Vol. 0 ›› Issue (3): 89-91.

• 研究论文 • 上一篇    下一篇

环氧化－6－豆甾酮的合成

宋流东, 谢金伦, 张洪彬   

  1. 云南大学化学系 昆明 650091
  • 收稿日期:1993-07-14 修回日期:1994-02-01 出版日期:1994-06-10 发布日期:1994-06-10

Synthesis of Epoxidized 6-Stigmasterones

Song Liudong, Xie Jinlun, Zhang Hongbin   

  1. Department of Chemistry, Yunnan University, Kunming 650091
  • Received:1993-07-14 Revised:1994-02-01 Published:1994-06-10 Online:1994-06-10

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摘要： 以豆甾醇为原料,经A/B环结构改造,所得双键化合物用过苯甲酸氧化,可高选择性、高产率地合成出2α,3α-二乙酰基-22R,23R-环氧-6-豆甾酮和2α,3α-环氧-22R,23R-环氧-6-豆甾酮。由此二化合物可较方便地制得2α,3α,22R,23R-四乙酰基-6-豆甾酮。

关键词: 豆甾醇, 环氧化, 四乙酰基豆甾酮, 合成

Abstract: α,3α-Diacetoxy-22R,23R-epoxy-6-stigmasterone(3)and 2α,3α-epoxy-22R,23R-epoxy-6-stigmasterone(4)were synthesized in high yield and selectivity from stigmasterol via peroxybenzoic acid oxidation of the double bonds which were introduced by modification of A/B rings in stigmasterol.The both epoxidized compounds easily gave 2α,3α,22R,23R-tetraacetoxy-6-stigmasterone by treatment with HBr-HOAc and H2O-HOAc.

Key words: stigmasterol, epoxidization, tetraacetoxystigmasterone, synthesis

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