New 1,3,5-triazine based chiral stationary phase for the high-performance liquid chromatographic separation of enantiomers

Abstract

2- Chloro-4-(S)-1-(1- naphthyl)ethylamino-6- l- Val- l- valine isopropyl ester 1,3,5-triazine (I), a triazine derivative containing two different chiral moieties, was linked to 3-aminopropylsilanized silica, affording chiral stationary phase (CSP) II, in order to verify its enantiodiscriminating capability and to make a comparison with similar triazine derivative CSPs containing only one kind of chiral moiety. CSP II was successfully employed for the HPLC separation of N-3,5-dinitrobenzoyl amino acid alkylesters and 2,2′-disubstituted-1,1′-binaphthyl compounds. Compound I was also used to prepare a different CSP by in situ derivatization of a prepacked 3-aminopropylsilanized silica column: the obtained CSP exhibited the same characteristics of the CSP prepared by conventional methods.