Optical resolution of racemic compounds by chiral HPLC on immobilized amylose derivatives with regioselective substituents

The optical resolution of various racemic compounds are evaluated by high-performance liquid chromatography (HPLC) using a new series of immobilized amylose derivatives as the chiral stationary phases (CSPs), which regioselectively carry two different substituents at 2-position and 3-, 6-positions. Each derivative exhibited its own characteristic recognition ability depending on the arrangement of side chains at different positions, indicating an attractive potential for the development of chiral drug industry. Some racemates can be efficiently separated on these derivatives as well as on the immobilized amylose tris(3,5-dimethylphenylcarbamate)s, which is commercially available as Chiralpak IA and one of the most powerful CSPs.