有机化学 ›› 2008, Vol. 28 ›› Issue (01): 78-83. 上一篇    下一篇

研究论文

左旋多巴Schiff碱的合成及其不对称相转移催化烷基化

崔建国*,a,钟益宁a,b,甘春芳a,黄初升a   

  1. (a广西师范学院化学系 南宁 530001)
    (b广西中医学院药学院 南宁 530001)
  • 收稿日期:2006-09-21 修回日期:1900-01-01 发布日期:2008-01-23
  • 通讯作者: 崔建国

Synthesis and Asymmetric Phase-Transfer Catalytic Alkylation of L-Dopa Schiff Bases

CUI Jian-Guo*, a, ZHONG Yi-Ninga,b, GAN Chun-Fanga, HUANG Chu-Shenga   

  1. (a Department of Chemistry, Guangxi Teachers Education University, Nanning 530001)
    (b Department of Medicine, Guangxi Traditional Chinese Medical Univer-sity, Nanning 530001)
  • Received:2006-09-21 Revised:1900-01-01 Published:2008-01-23
  • Contact: CUI Jian-Guo

通过天然左旋多巴与不同芳香醛酮的反应, 合成出5种左旋多巴Schiff碱5a5e, 其中5c5e是文献中未见报道的化合物. 然后以这些左旋多巴Schiff碱为底物, 通过不对称相转移催化烷基化反应, 合成出具有光学活性的甲基多巴及其类似物. 同时, 研究探讨了不同相转移催化剂及不同反应条件对左旋多巴Schiff碱甲基化反应的影响.

关键词: 左旋多巴Schiff碱, 甲基多巴, 相转移催化剂, 不对称烷基化

Five L-dopamine Schiff bases 5a5e were synthesized by the reaction of natural L-dopa with diverse benzaldehydes, and 5c5e among those Schiff bases are new compounds. L-Methyldopa and its analogs were obtained by the alkylation of the five bases under the condition of phase-transfer catalysis. At the same time, the influence of different catalysts and reaction conditions on the reaction was investigated.

Key words: methyldopa, L-dopamine Schiff base, phase-transfer catalysis, asymmetry alkylation