RESOLUTION BY HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHY USING POLYSACCHARIDE CARBAMATES AND BENZOATES AS CHIRAL STATIONARY PHASES

被引:558
作者
OKAMOTO, Y
KAIDA, Y
机构
[1] Department of Applied Chemistry, Faculty of Engineering, Nagoya University, Chikusa-ku, Nagoya, 464-01, Furo-cho
关键词
D O I
10.1016/0021-9673(94)80400-1
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
Polysaccharides such as cellulose and amylose are the most accessible optically active polymers and can be readily modified to triesters and triscarbamates. In this review, triscarbamates of the polysaccharides as chiral stationary phases (CSPs) for HPLC care extensively discussed. Cellulose benzoates such as 3- and 4-methylbenzoates are also briefly reviewed. Chiral recognition of phenylcarbamate derivatives of cellulose depends on the substituents introduced on the phenyl groups, and 3,5-dimethyl-phenylcarbamate afforded the most useful CSP, which can separate a wide range of racemates. Amylose tris(3,5-dimethyl-phenylcarbamate) also shows high chiral recognition. Chiral recognition of 3,5-dimethylphenylcarbamates of oligosaccharides is also discussed. Amylose tris[(s)-1-phenylethyl-carbamate] is a useful derivative that can efficiently separate many enantiomers of carbonyl compounds.
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页码:403 / 419
页数:17
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