Resolution of α-cyclohexyl-mandelic acid enantiomers by two-phase (O/W) recognition chiral extraction
Resolution of α-cyclohexyl-mandelic acid enantiomers by two-phase (O/W) recognition chiral extraction
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DOI：
10.1007/s11426-007-0053-5
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发表时间：
2007-06
影响因子：
9.6
通讯作者：
T. Kewen;Z. Guoli;Huang Ke-long;Li Yuanjian;Yin Jianmin
中科院分区：
文献类型：
--
作者：
T. Kewen;Z. Guoli;Huang Ke-long;Li Yuanjian;Yin Jianmin
This paper presents a new chiral separation technology: two-phase (O/W) recognition chiral extraction. Distribution behavior of α-cyclohexyl-mandelic acid enantiomers was studied in the extraction system withD(L)-isobutyl tartrate in 1,2-dichloroethane organic phase andβ-CD derivatives in aqueous phase, and the influence of the kind and concentration of extractant and pH on extraction performance was investigated. The experimental results indicate that two-phase (O/W) recognition chiral extraction is of strong chiral separation ability. HP-β-CD, HE-β-CD and Me-β-CD have higher recognition ability forS-CHMA than that forR-CHMA, among which HP-β-CD has the strongest ability; whereas,D-isobutyl tartrate has reversed recognition ability for them. In the extraction system containing HP-β-CD andD-isobutyl tartrate, e.e.% ofS-CHMA in aqueous phase reached 27.6% by one stage extraction, and the distribution ratio forR-CHMA(kR) and forS-CHMA(ks) and separation factor (α) are 2.44, 0.89 and 2.49, respectively. Meanwhile, pH and concentration of extractant have great effects on chiral separation ability. Two-phase (O/W) recognition chiral extraction has great significance for preparative separation of racemic compounds.
