Abstract

A convenient liquid chromatographic enantiomer separation of several <TEX>${\alpha}$</TEX>-amino acid esters as benzophenone Schiff base derivatives on covalently immobilized chiral stationary phases (CSPs) derived from polysaccharide derivatives was developed. The benzophenone imine derivatives of <TEX>${\alpha}$</TEX>-amino acid esters were readily prepared by stirring benzophenone imine and the <TEX>${\alpha}$</TEX>-amino acid ester hydrochloride salts in 2-propanol. The chromatographic conditions used on all CSPs were 0.5% or 5% 2-propanol/hexane (V/V) as the mobile phases at 1 mL/min of flow rate and UV 254 nm detection. The performance of Chiralpak IC among all CSPs was superior to that of the other CSPs for resolution of benzophenone imine derivatives of <TEX>${\alpha}$</TEX>-amino acid esters. It is expected that the developed analytical method will be useful for enantiomer resolution of other <TEX>${\alpha}$</TEX>-amino acid esters as benzophenone Schiff base derivatives.

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