二乙酰酒石酸酐柱前手性衍生化反相高效液相色谱法拆分心得安对映体

High-performace Liquid Chromatographic Enatioseparation of (R)-and (S)-Propranolol Via Derivatization With (R,R)-O,O-Diacetyl Tartaric Acid Anhydride

以(R,R)-O,O-二乙酰基酒石酸酐作柱前手性衍生化试剂,用ODS柱拆分了心得安对映体.探讨了衍生化反应条件.研究了pH及流动相组成对色谱保留行为的影响.发现心得安的两种非对映异构体衍生物的荧光响应有显著差别.对心得安对映体的半制备色谱拆分规律作了新的探讨.确定了用 Shim-pack CLC-ODS柱进行半制备色谱拆分的最佳条件,得到的光学异构体纯度在99％以上.

A sensitive reversed-phase HPLC method was developed for the analysis and semi-preparative separation of enantiomeric propranolol into their antipode. It is based on formation of the monoester of the propranolol with optically pure (R,R)-O ,O-diacetyl tartaric acid anhydride (DATAAN). The resulting diastereomeric derivatives were separated on NOVA-Pak C18 column or Shim-Pack CLC-ODS column, using fluorescence detection at ex 296 nm and Aem 340 nm. It was discovered that the fluorescence response of two diastereomeric mo-noesters is difference. By the semi-preparative separation on Shim-Pack CLC-ODS column, the enantiomeric purity was greater than 99% for each of (R)-and (S)-propranolol.