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High‐performance liquid chromatographic resolution of 1‐(1,4‐benzodioxane‐2‐formyl)‐ piperazine enantiomers after chiral derivatization
Author(s) -
Chen Zhiqiong,
Yu Yu,
Li Longjiang
Publication year - 2005
Publication title -
journal of separation science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.72
H-Index - 102
eISSN - 1615-9314
pISSN - 1615-9306
DOI - 10.1002/jssc.200401804
Subject(s) - enantiomer , piperazine , derivatization , chromatography , resolution (logic) , chemistry , chiral stationary phase , high performance liquid chromatography , organic chemistry , artificial intelligence , computer science
Chiral separation of racemic mixtures is of the greatest importance to the pharmaceutical industry, as the isomers of a given racemate may exhibit substantially different pharmacological effects, not to mention possibly differing toxicity behaviour. A novel chiral separation method is developed for the determination of 1‐(1,4‐benzodioxane‐2‐formyl)piperazine (BFP) enantiomers. The indirect resolution is performed by applying precolumn derivatization with the chiral reagent 2,3,4,6‐tetra‐ O ‐acetyl‐β‐D‐glucopyranosyl isothiocyanate (GITC). The resulting diastereoisomers are separated on a reversed‐phase ODS column with methanol‐potassium dihydrogen phosphate (0.02mol/L, 50:50) as mobile phase. UV detection is at 250 nm. The effect of mobile phase composition upon resolution and analysis time is investigated. Two diastereoisomers show nearly base‐line separation under optimal chromatographic conditions. The presented study provides a simple and accurate method for the enantiomeric quality control and the optical purity assay of BFP.