IMPROVED CHIRAL STATIONARY-PHASE DERIVED FROM (S)-NAPROXEN FOR THE LIQUID-CHROMATOGRAPHIC RESOLUTION OF ENANTIOMERS

An (S)-naproxen-derived chiral stationary phase (CSP) containing a ter tiary N-phenyl amide linkage was prepared. The CSP was applied to the resolution of various pi-acidic racemates, including N-(3,5-dinitroben zoyl) derivatives of alpha-amino esters and 3,5-dinitroanilide derivat ives of anti-inflammatory drugs related to alpha-arylpropionic acids. From the comparison of the resolution results this CSP was found to sh ow greater enantioselectivities than any other (S)-naproxen-derived CS Ps reported so far in resolving various pi-acidic racemates.