ENANTIOMER SEPARATION OF AMINO-ACIDS AS THEIR N-ALKYLOXYCARBONYL ALKYLAMIDE DERIVATIVES BY CHIRAL PHASE CAPILLARY GC

The enantiomers of amino acids were first converted into N-alkyloxycar bonyl 2,2,2-trifluoroethyl esters, and then into N-alkyloxycarbonyl al kylamides by nucleophilic substitution of the ester group with amines. The first reaction proceeds instantaneously, while the second substit ution occurs smoothly with n-propylamine and isobutylamine. The final derivatives were produced for separation on a capillary column coated with Chirasil-Val by GC. Pro, which is difficult to separate completel y as its N-perfluoroacyl alkyl ester derivative, showed complete separ ation of the enantiomeric pair, All amino acids examined in this study showed an increased separation factor.