CHROMATOGRAPHIC OPTICAL RESOLUTION OF RACEMIC AMINES AND AMINO-ACIDS BY (1-]6)-2,5-ANHYDRO-3,4-DI-O-METHYL-D-GLUCITOL BOUND ON SILICA-GEL

(1 --> 6)-2,5-Anhydro-3,4-di-O-methyl-D-glucitol formed complexes with alkali metals and also showed a chiral recognition property for racem ic amino ester salts. Here we report the covalent attachment of the po lymer to silica gel and use of the designed polymeric host site to res olve amines, amino acids, and amino ester as guests by solid-liquid ch romatography. The polymer bound on silica gel was prepared by a two-st ep reaction. The chiral recognition ability of the chiral stationary p hase for racemates was examined using water (pH 2), water (pH 2)-metha nol, and water (pH 2)-acetonitrile as eluents. The separation factors of many racemates were 1.1-1.2, and the resolution factors were 0.38-0 .63. This stationary phase showed relatively high resolving power towa rd compounds having a bulky substituent on the chiral carbon, such as tryptophan and phenylglycine.