A novel chiral stationary phase in HPLC: Optical resolution of racemic amino compounds by (1 -> 6)-2,5-anhydro-3,4-di-O-ethyl-D-glucitol bound on silica gel

[(1 --> 6)-2,5-Anhydro-3,4-di-O-ethyl-D-glucitol]-bound silica gel (CSP 4a) , which was prepared by a two-step reaction, was used as a chiral stationar y phase in high performance liquid chromatography. The chiral recognition a bility of the CSP 4a for racemates was examined using aq. NaClO4 (pH 2) and aq. NaClO4 (pH 2)/CH3CN as the eluents. For the resolution of amino acids and amino acid methyl esters, the D-isomers were eluted first. The separati on factors of many of the racemates were 1.1-1.4, and the resolution factor s were 0.59-7.75. This stationary phase showed a relatively high-resolving power toward compounds having a bulky substituent on the chiral carbon, suc h as phenyl-glycine and 1-(1-naphthyl)ethylamine.