CHIRAL STATIONARY PHASE DESIGNED FOR BETA-BLOCKERS

被引:101
作者
PIRKLE, WH
BURKE, JA
机构
[1] School of Chemical Sciences, University of Illinois, Urbana
来源
JOURNAL OF CHROMATOGRAPHY | 1991年 / 557卷 / 1-2期
关键词
D O I
10.1016/S0021-9673(01)87131-4
中图分类号
O65 [分析化学];
学科分类号
070302 ; 081704 ;
摘要
A chiral stationary phase (CSP) derived from an N-3,5-dinitrobenzoyl-alpha-amino phosphonate was prepared for the direct separation of the enantiomers of underivatized beta-blockers. Structure-chromatographic activity relationships for beta-blockers and closely related analogues are reported for this CSP and are found to be consistent with the model used to design this CSP. The effect of temperature on the chromatographic behavior of beta-blocker enantiomers is unusual. A reduction in temperature reduces the retention of the less retained enantiomer and increases the retention of the more retained enantiomer without appreciable band broadening.
引用
收藏
页码:173 / 185
页数:13
相关论文
共 26 条
[11]  
KONIG WA, 1984, J CHROMATOGR, V294, P423, DOI 10.1016/S0021-9673(01)96156-4
[12]  
Lough W.J., 1989, CHIRAL LIQUID CHROMA
[13]  
MORIGUCHI K, 1989, 13TH INT S COL LIQ C
[14]   ABSOLUTE-CONFIGURATION OF GLYCEROL DERIVATIVES .5. OXPRENOLOL ENANTIOMERS [J].
NELSON, WL ;
BURKE, TR .
JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (19) :3641-3645
[15]   CHROMATOGRAPHIC RESOLUTION .12. OPTICAL RESOLUTION OF BETA-BLOCKERS BY HPLC ON CELLULOSE TRIPHENYLCARBAMATE DERIVATIVES [J].
OKAMOTO, Y ;
KAWASHIMA, M ;
ABURATANI, R ;
HATADA, K ;
NISHIYAMA, T ;
MASUDA, M .
CHEMISTRY LETTERS, 1986, (07) :1237-1240
[16]   SEPARATION OF ENANTIOMERIC AMINES BY ION-PAIR CHROMATOGRAPHY [J].
PETTERSSON, C ;
SCHILL, G .
JOURNAL OF CHROMATOGRAPHY, 1981, 204 (JAN) :179-183
[17]   INFLUENCE OF ENANTIOMERIC PURITY OF A CHIRAL SELECTOR ON STEREOSELECTIVITY [J].
PETTERSSON, C ;
KARLSSON, A ;
GIOELI, C .
JOURNAL OF CHROMATOGRAPHY, 1987, 407 :217-229
[18]   INTERMOLECULAR H-1(H-1) NUCLEAR OVERHAUSER EFFECTS IN DIASTEREOMERIC COMPLEXES - SUPPORT FOR A CHROMATOGRAPHICALLY DERIVED CHIRAL RECOGNITION MODEL [J].
PIRKLE, WH ;
POCHAPSKY, TC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (18) :5627-5628
[19]   A WIDELY USEFUL CHIRAL STATIONARY PHASE FOR THE HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHY SEPARATION OF ENANTIOMERS [J].
PIRKLE, WH ;
FINN, JM ;
SCHREINER, JL ;
HAMPER, BC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (13) :3964-3966
[20]   PREPARATION OF A CHIRAL STATIONARY PHASE FROM AN ALPHA-AMINO PHOSPHONATE [J].
PIRKLE, WH ;
BURKE, JA .
CHIRALITY, 1989, 1 (01) :57-62