SEPARATION OF CARBOXYLIC-ACID ENANTIOMERS BY GAS-CHROMATOGRAPHY AFTER RAPID DERIVATIZATION WITH (R)-/-PHENYLETHYLAMINE OR (S)-1-PHENYLETHYLAMINE AFTER ACTIVATION BY ETHYL CHLOROFORMATE

The application of the chloroformate activation method for the formation of diastereometric of chiral carboxylic acids is described. This rapid procedure was extended to the gas chromatographic analysis of carboxylic acids with the chiral carbon in the 3-position with respect to the carboxylic group, mandelic and tropic acid and a carboxylic acid containing carbamate. The purities of (R)- and (S)-1-phenylethylamine chiral reagents were investigated using (R)-O-methylmandelic acid of high optical purity. The identities of the derivatives were studied using mass spectrometry. With the hydroxy acids not only is the expected amide formed but also the hydroxy group is converted into carbonate. © 1990.