Gas chromatographic separation of diastereomeric amino acid derivatives on chiral stationary phases: Application to the determination of enantiomeric composition in ( S)-(+)-2-butanol

Abstract

Diastereomeric derivatives of amino acid enantiomers were formed by the reaction of either their amino or carboxylic acid group with a chiral reagent. ( S)-(+)-2-Butyltrifluoroacetyl and methyltrifluoroacetyl-( S)-(−)-prolyl derivatives of ( R,S)-amino acids were resolved by gas chromatography on achiral and chiral stationary phases, respectively. The elution order of sec.-butyltrifluoroacetyl derivatives of ( R,S)-leucine was established on Chirasil-Val. The combination of using ( S)-(+ )-butanol with a highly selective Chirasil-Val was used to determine the exact enantiomeric composition in the chiral alcohol. The mean value of the ( R)-(−)-2-butanol obtained was 2.02%.