Chiral separation of six tetralone derivative enantiomers using immobilized cellulose chiral stationary phase

doi:10.3724/SP.J.1123.2014.03035

Abstract

Abstract:

A high performance liquid chromatographic method (HPLC) was developed for the chiral separation of six α -aryl tetralone derivatives using a Chiralpak IC column. The factors influencing the chiral separation including the type and concentration of organic modifier, column temperature and flow rate were investigated. The results showed that high enantiomeric separation can be obtained with isopropanol as modifier for the six compounds. The thermodynamic study indicated that the enantioseparation was enthalpically driven and showed that low column temperature was beneficial to separation. Complete separation of compound Ⅰ was achieved with a binary solvent mixture of n-hexane-isopropanol (90:10, v/v) as the recommended mobile phase. The compounds Ⅱ, Ⅲ and Ⅳ were separated with the mobile phase of the mixture of n-hexane-isopropanol (99:1, v/v) and the compound Ⅴ was separated with the mixture of n-hexane-isopropanol (85:15, v/v). The compound Ⅵ was separated with the mixture of n-hexane-isopropanol (80:20, v/v). The column temperature was 25℃, and the flow rate was 1.0 mL/min. The six tetralone derivative enantiomers were separated on a chiral stationary phase of Chiralpak IC by HPLC. The column has high enantiomeric selectivity to the six tetralone derivative enantiomers.

Key words: cellulose-tris (3,5-dichlorobenzene carbamate), chiral stationary phase, enantiomeric separation, normal phase-high performance liquid chromatography (NP-HPLC), tetralone derivatives

CLC Number:

O658

ZHAO Yunfeng, SONG Jiaxin, SUN Jiayi, YUAN Xiaowei, GUO Xingjie. Chiral separation of six tetralone derivative enantiomers using immobilized cellulose chiral stationary phase[J]. Chinese Journal of Chromatography, 2014, 32(8): 832-836.

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