An Improved Chiral Stationary Phase for the Chromatographic Separation of Underivatized Naproxen Enantiomers

Abstract

A mechanistic rationalization of the ability of a recently developed chiral stationary phase (CSP) to separate the enantiomers of underivatized naproxen (as well as a number of other non-steroidal anti-inflammatory drugs) suggested that an analog of this CSP containing a shortened tether might afford greater enantioselectivity. This is indeed die case. A separation factor of 2.93 obtained at room temperature with this CSP is the greatest enantioselectivity reported to date for the differential complexation of naproxen enantiomers by a synthetic selector.