化学学报 ›› 2011, Vol. 69 ›› Issue (22): 2691-2695. 上一篇    下一篇

研究论文

白三烯A4水解酶功能调节剂(E)-2-(1-羟基-4-环己酮)乙基咖啡酸酯的全合成研究

袁虎1,2,韩伟2,杨为准2,单磊1,张卫东*,1,孙青龑*,1   

  1. (1第二军医大学药学院 上海 200433)
    (2华东理工大学药学院 上海 200237)
  • 投稿日期:2011-03-17 修回日期:2011-04-28 发布日期:2011-07-01
  • 通讯作者: 袁虎 E-mail:ahuoo86@163.com
  • 基金资助:

    国家863计划;长江学者创新团队计划

Total Synthesis of Natural Product (+)-2-(1-Hydroxyl-4-oxocyclohexyl)ethyl Caffeate as a Modulator of Leukotriene A4 Hydrolase

Yuan Hu1,2 Han Wei2 Yang Weizhun2 Shan Lei1 Zhang Weidong*,1 Sun Qingyan*,1   

  1. (1 The Second Military Medical University, College of Pharmacy, Shanghai 200433)
    (2 East China University of Science and Technology, School of Pharmacy, Shanghai 200237)
  • Received:2011-03-17 Revised:2011-04-28 Published:2011-07-01
  • Contact: Hu YUAN E-mail:ahuoo86@163.com

以1,4-环己二酮单乙二醇缩酮和咖啡酸为起始原料, 经两条不同的路线完成了(E)-2-(1-羟基-4-环己酮)乙基咖啡酸酯的全合成, 并确定了其最佳合成路线, 总收率达56%.

关键词: 1,4-环己二酮单乙二醇缩酮, 咖啡酸, 雷福尔马茨基反应, 全合成

(+)-2-(1-Hydroxyl-4-oxocyclohexyl)ethyl caffeate (1), a new caffeate was first synthesized starting from 1,4-cyclohexanedione monoethyleneketal and caffeic acid through two different routes. The optimum synthetic route was determined, under which the final yield was 56%.

Key words: 1,4-cyclohexanedione monoethyleneketal, caffeic acid, Reformatsky reaction, total synthesis

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