ENANTIOSEPARATION OF A PROTEASE INHIBITOR, INDINAVIR, BY SUBCRITICAL FLUID CHROMATOGRAPHY

Indinavir is a protease inhibitor which possesses five chiral centers. Enantioseparation of indinavir and its enantiomer was performed on an amylose type stationary phase, Chiralpak(R) AD, under normal-phase HP LC and subcritical fluid chromatography conditions. Under the utilized chromatographic conditions, it is believed that the leading interacti ons are hydrogen bonding between one or both hydroxyl groups of the so lute with the carbonyl group of the carbamate. An inclusion mechanism appears to control the chiral recognition. The effect of various modif iers, pressure, and temperature were investigated.