DOUBLY TETHERED TERTIARY AMIDE SELECTORS - MODIFIED VERSION OF DOYLE ET ALS NAPROXEN CHIRAL STATIONARY-PHASE

The synthesis of an (S)-naproxen-derived chiral stationary phase (CSP) that differs from those of Doyle et al. [T.D. Doyle, C.A. Brunner and E. Smith, US Pat., 4919 803 (1990) and T.D. Doyle, in W.J. Lough (Edi tor), Chiral Liquid Chromatography, Chapman and Hall, New York, 1989, pp. 102-128] and of Oliveros et al. IL. Oliveros, C. Minguillon, B. De smazieres and P. Desbene, J. Chromatogr., 589 (1992) 53 and 606 (1992) 91 is reported. Instead of linking naproxen to a primary amino group in the tether, linkage is to a secondary amino group. This avoids the presence of an amide hydrogen which often serves to increase retention , attenuate enantioselectivity and diminish the efficiency of the CSP. The presently described CSP 2 typically shows improved performance re lative to those described by the Doyle et al, and Oliveros et al.