AN IMPROVED CHIRAL STATIONARY PHASE FOR THE CHROMATOGRAPHIC-SEPARATION OF UNDERIVATIZED NAPROXEN ENANTIOMERS

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 the 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.