High-performance liquid chromatographic enantioseparation using chitin carbamate derivatives as chiral stationary phases.
Chitin carbamate derivatives including 4-substituted and 3,5-disubstituted phenylcarbamates, 1-phenylethylcarbamates, and cycloalkylcarbamates were synthesized and coated on macroporous silica gel to evaluate their chiral recognition abilities as chiral stationary phases (CSPs) for high-performance liquid chromatography (HPLC). Among the derivatives, the 3,5-dimethylphenyl, 4-chlorophenyl, and 4-trifluoromethylphenylcarbamates showed relatively high-chiral recognition abilities when a hexane-2-propanol mixture was used as the eluent. The CSPs based on the chitin 3,5-dimethylphenyl and 3,5-dichlorophenylcarbamates could be stably used in the presence of chloroform and ethyl acetate as a component of the eluents, and a few racemates were more sufficiently resolved by the addition of a small amount of chloroform in the mobile phase. Some racemates were more efficiently resolved under the reversed phase condition.
Yamamoto
Chiyo
C
Department of Applied Chemistry, Graduate School of Engineering, Nagoya University, Chikusa-ku, 464-8603 Nagoya, Japan.
Hayashi
Tomoko
T
Okamoto
Yoshio
Y
D002219:Carbamates / Q000737:chemistry*; D002851:Chromatography, High Pressure Liquid / Q000379:methods*; D013237:Stereoisomerism
D002219:Carbamates