应用化学

• 研究论文 • 上一篇    下一篇

由1,5-二羟基多羟基烃合成哌啶衍生物

江富祥1,刘巧珍1,王果1,陈河如1,2*   

  1. (暨南大学1.药学院中药及天然药物研究所;2.广东省中药药效物质基础及创新药物研究重点实验室 广州 510632)
  • 收稿日期:2012-11-12 修回日期:2013-03-22 出版日期:2013-07-10 发布日期:2013-07-10
  • 通讯作者: 陈河如,教授; Tel:020-38375299; Fax:020-85221559; E-mail:thrchen@jnu.edu; 研究方向:新药设计与合成/药物合成工艺
  • 基金资助:
    国家自然科学基金资助项目(81172982);广东省科技计划项目(2010A030100006)

Synthesis of Piperidine Derivatives from 1,5-Diols

JAING Fuxiang1, LIU Qiaozhen1, WANG Guo1, CHEN Heru1,2*   

  1. (1.Institute of Traditional Chinese Medicine & Natural Products,College of Pharmacy;
    2.Guangdong Province Key Laboratory of Pharmacodynamic Constituents of TCM and
    New Drugs Research,Jinan University,Guangzhou 510632,China)
  • Received:2012-11-12 Revised:2013-03-22 Published:2013-07-10 Online:2013-07-10
  • Contact: Chen He-Ru

摘要: 以1,5-二羟基多羟基烃为原料,通过磺酰化转化为活泼的1,5-二磺酸酯,再与不同类型的伯胺化合物反应生成多羟基哌啶衍生物。 探讨了反应温度、反应时间和伯胺类型等条件对成环反应的影响,当反应温度为90~100 ℃、反应时间为18 h时,成环反应的收率达到了74%~94%。

关键词: 二羟基多羟基烃, 哌啶, 多羟基哌啶, 有机合成

Abstract: A series of piperidine derivatives was synthesized using 1,5-diols as starting materials. The procedures include the sulfonylation of 1,5-diols to active 1,5-disulfonates followed by the cyclization of the 1,5-disulfonates with primary amines. The effects of reaction temperature, time on the annulation were further explored. It was disclosed that when the solvent was primary amine, reaction temperature was 90~100 ℃, and reaction time was 18 h, the yields of 74%~94% for annulations could be reached.

Key words: diols, piperidine, iminosugar, Organic Synthesis

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