高等学校化学学报 ›› 1990, Vol. 11 ›› Issue (11): 1218.

• 研究论文 • 上一篇    下一篇

大环二萜类化合物的研究(Ⅰ)——合成Sarcophytol-B关键中间体的新途径

李瀛, 李裕林   

  1. 兰州大学有机化学研究所, 730000
  • 收稿日期:1989-08-11 出版日期:1990-11-24 发布日期:1990-11-24
  • 通讯作者: 李裕林
  • 基金资助:

    国家自然科学基金;甘肃省自然科学基金

Studies on Macrocyclic Diterpenoids (Ⅰ)——A New Approach to the Key Intermediate of Sarcophytol-B

Li Ying, Li Yulin   

  1. Institute of Organic Chemistry, Lanzhou University, Lanzhou, 730000
  • Received:1989-08-11 Online:1990-11-24 Published:1990-11-24

摘要: 本文报道了由香叶醇为起始原料合成Sarcophytol-B(1)关键中间体——(Z,E,E)-2-异丙基-5,9,13-三甲基十四碳-2,4,8,12-四烯酸乙酯(2)的新途径。其中关键步骤是溴化法呢基三苯基鏻(8)和2-氧代-3-甲基丁酸乙酯(3)的Wittig反应。

关键词: 大环二萜, Sarcophytol-B, (Z, E, E)-2-异丙基-5, 9, 13-三甲基十四碳-2, 4, 8, 12-四烯酸乙酯, Wittig反应

Abstract: Ethyl (Z,E,E)-2-isopropyl-5,9,13-trimethyl-tetradeca-2, 4,8,12-tetraenoate(2), the key intermediate of Sarcophytol-B, has been synthesized by using geraniol as the starting material. The key step in the synthesis is Wittig coupling of farnesyltriphenylphosphonium bromide (8) with ethyl 2-oxo-3-methyl butyrate (3). (3) was prepared by Grignard reaction of ethyl oxalate with iso-propylmagnesium bromide.

Key words: Macrocyclic diterpenoids, Sarcophytol-B, (Z,E,E)-2-Isopropyl-5,9,13-trimethylte-tradeca-2,4,8,12-tetraenoate, Wittig reaction

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