LIQUID CHROMATOGRAPHIC CHIRAL STATIONARY PHASES AND CHIRAL COLUMNS FOR THE RESOLUTION OF RACEMIC COMPOUNDS CONTAINING PRIMARY AMINO GROUP

摘要

PURPOSE: A LC chiral fixed phase is provided to effectively react in the optical resolution of racemic compounds such as medicines having primary amino group by covalent bonding optically activated compounds with silica gel. CONSTITUTION: The LC chiral fixed phase for efficiently reacting in the optical resolution of racemic compounds having primary amino group is produced by covalent bonding (18-crown-6)-2,3,11,12-tetracarboxylic anhydride or bispyridino-(18-crown-6)tetra carboxylic anhydride with the aminopropyl silica gel or mercapto-propyl silica gel. The tetracarboxylic anhydrides are prepared by reacting (18-crown-6)-2,3,11,12-tetracarboxylic acid ((2R,3R,11R,12R)-1,4,7,10,13,16-hexaoxacyclo octadecane-2,3,11,12-tetracarboxylic acid) of formula 1 or bispyridino-(18-crown-6)tetra carboxylic acid ((4R,5R,15R,16R)-3,6,-14,17-tetracarboxylic acid) of formula 2 with acetic anhydride. The chiral fixed phase is preferably CSP3 and CSP4 and forms the chiral column.