羟丙基β环糊精毛细管电泳法测定1,2-二苯基乙二醇的对映体过量值

Enantiomeric excess analysis of 1,2-diphenyl-1,2-ethanediol by capillary electrophoresis using HP-β-CD as chiral selectors

目的:建立毛细管电泳法(CE)测定(E)-1,2-二苯乙烯不对称二羟化反应产物1,2-二苯基乙二醇对映体过量(e.e.%)值的新方法.方法:以HP-β-CD为手性选择剂,采用毛细管区带电泳法研究背景电解质浓度、pH值、环糊精浓度、分离电压、温度等参数对1,2-二苯基乙二醇对映体分离的影响,同时对该合成样品进行光学纯度检查,并与HPLC测定结果作比较.结果:在200mmol/L硼酸缓冲液(pH=9.8),15mmol/LHP-β-CD,15kV分离电压、柱温20℃的基本优化条件下,1,2-二苯基乙二醇对映体得到基线分离,Rs达到3.35.同时,该合成样品分析结果表明,4批样品的e.e.%测定值与HPLC法结果相一致.结论:该CE方法简单、准确,可用于该1,2-二苯基乙二醇的手性拆分和e.e.%值的测定.

AIM： To develop a new method to determine enantiomeric excesses （e. e. % ） of 1,2-diphenyl-1,2-ethanediol by capillary electrophoresis （CE）. METHODS ： The effects of the concentration of buffer and hydropropyl-β-cyclodextrin （ HP-β- CD）, pH, running voltage and capillary temperature on the enan- tioseparation of 1,2-diphenyl-1,2-ethanediol were investigated by CE. Enantiomeric excesses of 4 samples synthesized by asymmetric dihydroxylation were investigated and the results determined by CE method were then evaluated by comparison with those by HPLC. RESULTS ： Under the optimized conditions of 200 mmol/ L boric acid buffer of pH 9.8 containing 15 mmol/L HP-β-CD, at capillary temperature 20℃ and separation voltage 15 kV, 1,2- diphenyl-1,2-ethanediol was completely separated with resolution as high as 3.35. Synchronously, the e. e. % of the 4 batches of samples determined by CE was consistent with that by HPLC. CONCLUSION： This method is simple, precise and can be applied to the chiral separation of 1,2-diphenyl-1,2-ethanediol enantiomers and determination of e. e. %.