Citation:
SHI Xueyan, LIU Feipeng, BIAN Qinghua. Enantioseparation of 2-phenylcarboxylic acid esters by capillary gas chromatography[J]. Chinese Journal of Chromatography,
;2016, 34(1): 85-88.
doi:
10.3724/SP.J.1123.2015.06044
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Chiral 2-arylcarboxylic acid derivatives are important intermediates for preparing 2-arylcarboxylic acids, which are non-steroidal anti-inflammatory drugs (NSAIDs). In order to separate 2-phenylcarboxylic acid ester enantiomers by capillary gas chromatography (CGC), 2,6-di-O-pentyl-3-O-butyryl- β-cyclodextrin and 2,6-di-O-benzyl-3-O-heptanoyl- β-cyclodextrin were used as CGC chiral stationary phases, separately, and their enantioseparation abilities to enantiomers of methyl 2-phenylbutanoate, ethyl 2-phenylbutanoate, isopropyl 2-phenylbutanoate, methyl 2-phenylpropionate and cyclopentyl 2-phenylpropionate were examined. It was found that methyl 2-phenylbutanoate, methyl 2-phenylpropionate and cyclopentyl 2-phenylpropionate were successfully separated by using 2,6-di-O-pentyl-3-O-butyryl- β-cyclodextrin and 2,6-di-O-benzyl-3-O-heptanoyl- β-cyclodextrin as CGC chiral stationary phases, respectively. The enantiomer separation abilities of 2,6-di-O-pentyl-3-O-butyryl- β-cyclodextrin to the three pairs of 2-phenylcarboxylic acid esters tested are superior to those of 2,6-di-O-benzyl-3-O-heptanoyl- β-cyclodextrin.
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