Chin. J. Org. Chem. ›› 2008, Vol. 28 ›› Issue (07): 1233-1237. Previous Articles     Next Articles

Original Articles

新型脱氧胆酸类手性不对称脲分子钳的设计合成

赵志刚* ; 刘兴利 ;李 晖 ; 唐晓丽   

  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:2008-03-08 修回日期:2008-04-17 发布日期:2008-07-28
  • 通讯作者: 赵志刚

Design and Synthesis of Novel Deoxycholic Acid-Based Chiral Molecular Tweezers Containing Unsymmetrically Disubstituted Urea Unit

ZHAO, Zhi-Gang* ; LIU, Xing-Li ; LI, Hui ; TANG, Xiao-Li   

  1. (College of Chemistry and Environmental Protection Engineering, Southwest University for Nationalities, Chengdu 610041)
  • Received:2008-03-08 Revised:2008-04-17 Published:2008-07-28
  • Contact: ZHAO, Zhi-Gang

A novel type of chiral molecular tweezers has been designed and synthesized by linking benzoyl and chiral unsymmetrically disubstituted urea unit to 3-position and 12-position of rigid methyl deoxycholate. Their structures were confirmed by 1H NMR, IR, MS spectra and elemental analyses. The recognition properties of these molecular tweezers for neutral molecules and D/L-amino acid methyl esters have been investigated. The results indicate that these molecular tweezers not only recognize neutral organic molecules well, but also have good enantioselectivity for D/L-amino acid methyl esters.

Key words: molecular tweezer, synthesis, chiral unsymmetrical urea, deoxycholic acid