HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHY OF ENANTIOMERS OF (2-[4-(3-ETHOXY-2-HYDROXYPROPOXY)PHENYLCARBAMOYL]ETHYL)-DIMETHYLSULFONIUM P-TOLUENESULFONATE (SUPLATAST TOSILATE) ON A CELLULOSE TRIS-3,5-DIMETHYLPHENYLCARBAMATE COLUMN

被引:22
作者
USHIO, T [1 ]
YAMAMOTO, K [1 ]
机构
[1] CHIBA UNIV,FAC PHARMACEUT SCI,INAGE KU,CHIBA 263,JAPAN
关键词
D O I
10.1016/0021-9673(94)00584-2
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
A high-performance liquid chromatographic method for the direct chiral resolution of suplatast tosilate (ST), {2-[4-(3-ethoxy-2-hydroxypropoxy)phenylcarbamoyl]ethyl}dimethylsulfonium p-toluenesulfonate and its decemposed products was developed using a cellulose tris-3,5-dimethylphenyrcarbamate (Chiralcel OD-H) column eluted with a mixture of n-hexane, ethanol, trifluoroacetic acid and diethylamine. The method was applied to determination of the enantiomeric excess and chiral resolution of decomposed products of ST. The enantiomeric purity of the alternatively synthesized enantiomers was estimated to be 98.6% and 99.7% (enantiomeric excess) for (+)- and (-)-ST, respectively. No racemization of ST enantiomer was observed with decomposition at pH 6.8 and 37 degrees C.
引用
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页码:235 / 242
页数:8
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