Resolution of racemic N-acyl-1-arylaminoalkanes on a (3,5-dinitrobenzoyl)phenylglycinol-derived high performance liquid chromatography chiral stationary phase

A chiral stationary phase (CSP 2) was prepared by connecting N-(3,5-dinitrobenzoyl)-(R)-phenylglycinol to silica gel through carbamate linkage. The CSP was applied in resolving racemic N-acyl-1-arylaminoalkanes and the chromatographic resolution results were compared with those on the previously reported CSP (CSP 1) derived from N-(3,5-dinitrobenzoyl)-(2S,3R)-norephedrine. From the comparison of the resolution results on CSP 1 and CSP 2, it was concluded that CSP 2 is more effective than CSP 1 in the resolution of racemic N-acyl-1-arylaminoalkanes.