High-performance liquid chromatographic enantioseparation of β-3-homo-amino acid stereoisomers on a (+)-(18-crown-6)-2,3,11,12-tetracarboxylic acid-based chiral stationary phase

High-performance liquid chromatographic methods were developed for the separation of the enantiomers of thirteen unusual beta-3-homo-amino acids and three of its ethyl esters on a chiral stationary phase containing (+)-(18-crown-6)-2,3,11,12-tetracarboxylic acid as chiral selector. The effects of the mobile phase composition and the acidic modifiers on the separation were investigated. The structures of the substiments in beta-position substantially influenced the retention and enantioseparation. The influence of ionic strength. on the enantioseparation was established experimentally. The elution sequence was determined in all cases. (c) 2007 Elsevier B.V. All rights reserved.