双相(O/W)识别手性萃取分离萘普生对映体

 目的研究萘普生在D(L)-酒石酸异丁酯1,2二氯乙烷有机相和羟丙基β-环糊精水相萃取体系中的分配行为;考察酒石酸构型和浓度、羟丙基β-环糊精浓度、水相pH值等因素对萃取性能的影响。方法运用新的手性分离技术-双相(O/W)识别手性萃取。结果羟丙基β-环糊精对S-萘普生对映体的识别能力大于对R-萘普生对映体的识别能力,而L-酒石酸异丁酯的识别能力刚好相反;在羟丙基β-环糊精和L-酒石酸异丁酯萃取体系中,萘普生外消旋体一次萃取分离后R和S对映体的分配系数(k_R和k_S)分别为8.92和5.41,分离因子(α)达1.65;同时pH值和萃取剂浓度对手性分离能力有显著的影响。结论双相(O/W)识别手性萃取具有较强的手性分离能力,它对外消旋体化合物的制备性分离有着十分重要的意义。

Resolution of Naproxen by Two-Phase(O/W)Recognition Chiral Extraction

OBJECTIVE To investigate the distribution behavior of naproxen enantiomers in the extraction system with D(L)-isobutyl tartrate in 1,2-dichloroethane organic phase and HP-β-CD in aqueous phase,and to evaluate the influence of kind and concentration of tartaric acid esters,concentration of HP-β-CD and pH on extraction performance were investigated.METHODS A new chiral separation technology two-phase(O/W) recognition chiral extraction was used.RESULTS HP-β-CD owned a higher recognition ability for S-NAP than that for R-NAP,whereas L-isobutyl tartrate owned a higher recognition ability for R-NAP than that for S-NAP.In the extraction system containing HP-β-CD and L-isobutyl tartrate,the distribution ratioes for R-NAP(kR) and for S-NAP(kS) and separation factor(α) were 8.92,5.41 and 1.65 after one stage extraction,respectively.Meanwhile,pH and concentration of extractant showed great effects on chiral separation ability.CONCLUSION Two-phase(O/W) recognition chiral extraction is of strong chiral separation ability and great significance for preparative separation of racemic compounds.