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有机化学
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有机化学 ›› 1998, Vol. 18 ›› Issue (5): 469-472. 上一篇    下一篇

研究论文

环氧酰胺类化合物在OD和AD柱上手性拆分的比较

夏立钧;周永贵;唐民华;林琳;戴立信   

  1. 中国科学院上海有机化学研究所.上海(200032)
  • 发布日期:1998-10-25

Comparison of enantiomeric resolution of 2, 3-epoxideamides by HPLC on Chiralpak OD and Chiralcel AD chiral stationary phase

Xia Lijun;Zhou Yonggui;Tang Minhua;Lin Lin;Dai Lixin   

  1. Shanghai Inst Organ Chem., CAS.Shanghai(200032)
  • Published:1998-10-25

被引次数

8 | 2

在ChiralcelOD和ChiralpakAD等二支多糖类手性固定相上,以各种不同配比的正己烷-异丙醇为洗脱剂对十三种带有不同取代基的环氧酰胺类化合物的对映体进行了手性拆分。考察了这些外消旋体在这二支手性柱上的色谱行为。实验表明,环氧酰胺与手性固定相之间的手性作用(例如:偶极-偶极作用、氢键作用、π-π作用)和非手性作用(例如:空间效应)等的综合因素是支配手性拆分过程的主要原因。方法已用于环氧酰胺不对称反应产物的光学纯度鉴定。

关键词: 手性试剂, 固定相, 洗脱剂, 消旋体拆分, 酰胺P, 异丙醇, 对映体, 己烷, 环氧化物, 高效液体色谱

The optical resolution of racemic mixtures of thirteen 2, 3- epoxideamides with different substituting group was achieved with HPLC by using Chiralcel OD and Chiralpak AD as chiral stationary phase and hexane/2-propanol mixtures with different concentrations as eluent. The chromatographic parameters of theseracemates on AD and OD columns were examined. The results showed that the chiral recognization process was the sum of all the possible chiral interactions (the dipole-dipole, hydrogen bond and π-π interactions) and achiral interaction (such as steric effect) between 2, 3- epoxideamides and the chiral stationary phase. This method had been applied to identify the optical purity of 2, 3-epoxideamides.

Key words: ELUENT, CHIRAL REAGENT, ISOPROPANOL, AMIDES P, HEXANE, EPOXIDE, ENANTIOMORPH, STATIONARY PHASE, MESOTOMY, HIGH-SPEED LIQUID CHROMATOGRAPHY

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