酒石酸酯/β-环糊精分离体系分离α-环己基扁桃酸对映体

Resolution of α-cyclohexyl mandelic acid enantiomers by enantioselective extraction in separation system containing tartaric esters and β-cyclodextrin

目的建立α-环己基扁桃酸对映体的萃取拆分方法并考察各个影响因素对拆分效果的影响。方法以D-酒石酸酯和β-环糊精为手性选择体来萃取拆分α-环己基扁桃酸对映体。结果考察了酒石酸酯/β-环糊精分离体系中萃取拆分α-环己基扁桃酸对映体的分配行为,着重研究了酒石酸酯烷基链长度、pH值、D-酒石酸酯浓度和β-环糊精浓度对萃取拆分效果的影响。结论D-酒石酸异丁酯与R对映体形成的复合物稳定性比与S对映体形成的好;随着pH值增大,分配比和分离因子都降低;D-酒石酸酯和β-环糊精浓度对萃取拆分的影响较大。

Aim To establish a resolution method for α-cyclohexyl mandelic acid enantiomers by enantioselective extraction and to observe the effects of all kinds of tartaric esters, pH, the concentration of D-tartaric esters and β-cyclodextrin on the enantioselectivity. Methods Resolution of α-cyclohexyl mandelic acid enantiomers by enantioselective extraction with tartaric esters and β-cyclodextrin has been studied. Results The distribution behavior of α-cyclohexyl mandelic acid enantiomers in the separation system was studied. The effects of all kinds of tartaric esters, pH, the concentration of D-tartaric esters and β-cyclodextrin on the enantioselectivity has been examined in the two-phase. Conclusion Results showed that the complex formed by D-iso-butyl-D-tartaric ester with R enantiomer is stabler than that with S enantiomer. With the increase of pH, the partition coefficient and separation factor decreased. The concentration of β-cyclodextrin and D-tartaric ester had visible effect on the enantioselectivity.