有机化学 ›› 2010, Vol. 30 ›› Issue (05): 768-772. 上一篇    下一篇

研究简报

新的氨基甲酸酯型猪去氧胆酸分子裂缝的设计与微波合成

陈宇,赵志刚*,王晓庆,刘兴利,易奉敏   

  1. (西南民族大学化学与环境保护工程学院 成都 610041)
  • 收稿日期:2009-11-09 修回日期:2010-03-11 发布日期:2010-04-09
  • 通讯作者: 赵志刚 E-mail:zzg63129@yahoo.com.cn

Design and Synthesis of Novel Carbamate-Type Molecular Clefts Derived from Hyodeoxycholic Acid under Microwave Irradiation

CHEN Yu, ZHAO Zhi-Gang, WANG Xiao-Qing, LIU Xing-Li, YI Feng-Min   

  1. (College of Chemistry and Environmental Protection Engineering, Southwest University for Nationalities, Chengdu 610041)
  • Received:2009-11-09 Revised:2010-03-11 Published:2010-04-09
  • Contact: Zhi-Gang ZHAO E-mail:zzg63129@yahoo.com.cn

在微波辐射条件下, 以α-猪去氧胆酸甲酯为隔离基, 通过氨基甲酸酯键挂接芳胺手臂到3α位上, 设计合成了 10个新的氨基甲酸酯型猪去氧胆酸分子裂缝. 其结构均经1H NMR, IR, MS及元素分析所确证, 并且考察了这类受体对D/L-氨基酸甲酯的识别性能. 初步研究表明, 这类分子裂缝对所考察的客体有良好对映选择性识别能力.

关键词: 猪去氧胆酸, 微波辐射, 合成, 分子裂缝

Ten new molecular clefts were designed and synthesized in good yields by using hyodeoxycholic acid as spacer and different aromatic amines as arms attached at 3α-position of hyodeoxycholic acid via triphosgene under microwave irradiation. Their structures were characterized by 1H NMR, IR, MS techniques and elemental analysis. The recognition properties of these molecular clefts for D/L-amino acid methyl esters were investigated. The preliminary results indicate that these molecular clefts have good enantioselectivity for D/L-amino acid methyl esters.

Key words: hyodeoxycholic acid, microwave irradiation, synthesis, molecular cleft