Home
Resources
Publications
Enantiomeric Purity Test of Bevantolol by Reversed-Phase High Performance Liquid Chromatography After Derivatization With 2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl Isothiocyanate

Enantiomeric Purity Test of Bevantolol by Reversed-Phase High Performance Liquid Chromatography After Derivatization With 2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl Isothiocyanate

K H Kim, S Y Heo, S P Hong, B C Lee

Arch Pharm Res. 2000 Dec;23(6):568-73.

PMID: 11156176

Abstract:

A reversed-phase high-performance liquid chromatographic method was developed to determine the optical purity of bevantolol enantiomers. (S)-(-)-Menthyl chloroformate((-)-MCF), (S)-(-)-alpha-methylbenzyl isocyanate((-)-MBIC) and 2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl isothiocyanate(GITC), which can react with the secondary amine group of bevantolol were investigated as chiral derivatization reagents. Among them indirect chiral HPLC method using GITC gave the best result. The derivatization proceeded quantitatively within 20 min at room temperature. Separation of the enantiomers as diastereomers was achieved by reversed-phase HPLC within 20min using ODS column. Different ratios of (S)-(-)-bevantolol and (R)-(+)-bevantolol were prepared. Enantiomeric separation of these mixtures took place on a chiralcel OD column or, after derivatization with GITC, on a ODS column. No racemization was found during the experiment. This method allowed determination of 0.05% of either enantiomer in the presence of its stereoisomer and method validation showed adequete linearity over the required range.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP14152977	2,3,4,6-Tetra-O-acetyl-β-D-glucopyranosyl isothiocyanate		14152-97-7	Price
AP14649037	(S)-(−)-α-Methylbenzyl isocyanate		14649-03-7	Price

As a specialist in analytical chemical Products, Alfa Chemistry offers consumers a wealth of raw materials and a full range of technologies and services.

QUICK LINKS

HEADQUARTERS

Tel:

Fax:

Email: