[Enantiomeric separation of mandelic acid and its analogues by high performance liquid chromatography with 2,6-di-O-pentyl-beta-cyclodextrin coated symmetry C8 column].
2,6-Di-O-pentyl-beta-cyclodextrin, synthesized from beta-CD in dimethyl sulfoxide (DM-SO), was dynamically coated on a Symmetry C8 column through hydrophobic interaction. Using the coated column, the resolution of six racemic mixtures of mandelic acid and its analogues by reversed-phase high performance liquid chromatography was achieved: (+/-)-mandelic acid, (+/-)-mandelic acid methyl ester, (+/-)-mandelic acid ethyl ester, (+/-)-2-phenylglycine, (+/-)-phenylsuccinic acid and (+/-)-benzoin. The enantiomeric separation mechanism is discussed. The method can be applied conveniently to determine the enantiomeric excess of mandelic acid and its analogues.
Ruan
Yuanping
Y
Department of Chemistry, Xiamen University, Xiamen 361005, China. ypruan@jingxian.xmu.edu.cn
Zhang
Xueman
X
Chen
Anqi
A
Qiu
Haiyuan
H
Huang
Peiqiang
P
D002851:Chromatography, High Pressure Liquid / Q000295:instrumentation* / Q000379:methods; D008333:Mandelic Acids / Q000737:chemistry* / Q000302:isolation & purification; D015394:Molecular Structure; D013237:Stereoisomerism; D047392:beta-Cyclodextrins / Q000737:chemistry*
D008333:Mandelic Acids; D047392:beta-Cyclodextrins; C037938:mandelic acid