[Enantioseparation of 2-phenylcarboxylic acid esters by capillary gas chromatography].
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.
Xueyan
X
Shi
Feipeng
F
Liu
Qinghua
Q
Bian
D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000737:chemistry; D002264:Carboxylic Acids / Q000737:chemistry / Q000302:isolation & purification*; D002849:Chromatography, Gas; D004952:Esters / Q000737:chemistry / Q000302:isolation & purification*; D013237:Stereoisomerism; D047392:beta-Cyclodextrins / Q000737:chemistry
D000894:Anti-Inflammatory Agents, Non-Steroidal; D002264:Carboxylic Acids; D004952:Esters; D047392:beta-Cyclodextrins