N-Menthoxycarbonylation combined with trimethylsilylation for enantioseparation of beta-blockers by achiral dual-column gas chromatography.
Man-Jeong Paik, Duc-Toan Nguyen, Kyoung-Rae Kim
Index: J. Chromatogr. A. 1103(1) , 177-81, (2006)
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Abstract
Solvent extractive two-phase menthoxycarbonyl (MnOC) derivatization was combined with trimethylsilyl (TMS) reaction for enantioseparation of beta-blockers by gas chromatography employing achiral DB-5 and DB-17 dual-columns of different polarity. beta-Blockers in alkaline solution were vortex-mixed with menthyl chloroformate present in dichloromethane to be extracted as diastereomeric N-MnOC derivatives. The subsequent O(N)-TMS reaction allowed complete enantioseparations of two beta-blockers and partial separations of five as N-MnOC/O(N)-TMS derivatives in a single analysis. The temperature-programmed retention index sets were characteristic of each derivative, facilitating chiral discrimination of each enantiomer.
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