ENANTIOMERIC SEPARATION OF AMINO-ALCOHOLS ON DINITROBENZOYL-DIAMINOCYCLOHEXANE CHIRAL STATIONARY PHASES

被引:8
作者
GALLINELLA, B
LATORRE, F
CIRILLI, R
VILLANI, C
机构
[1] UNIV ROMA LA SAPIENZA,DIPARTIMENTO STUDI CHIM & TECHNOL SOSTANZE BIOLOGICAMENTE ATT,I-00185 ROME,ITALY
[2] IST SUPER SANITA,CHIM FARM LAB,I-00185 ROME,ITALY
来源
JOURNAL OF CHROMATOGRAPHY | 1993年 / 639卷 / 02期
关键词
D O I
10.1016/0021-9673(93)80254-6
中图分类号
O65 [分析化学];
学科分类号
070302 ; 081704 ;
摘要
A silica-bonded chiral stationary phase, containing the N,N'-3,5-dinitrobenzoyl derivative of 1R,2R-diaminocyclohexane, was used to separate the enantiomers of some amino alcohols with beta-blocking activity after their conversion to oxazolidin-2-ones. The influence of mobile phase composition (mixtures of hexane with dichloromethane, chloroform, dioxane and isopropanol) on the enantioselectivity and efficiency of the column was evaluated. Furthermore, a tandem arrangement of the chiral column and its racemic version was used to resolve all the stereoisomers of one amino alcohol containing two stereogenic centres.
引用
收藏
页码:193 / 196
页数:4
相关论文
共 13 条
[1]  
Allen S E, 1989, CHIRAL SEPARATIONS H, P285
[2]   HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHY ON CHIRAL PACKED MICROBORE COLUMNS WITH THE 3,5-DINITROBENZOYL DERIVATIVE OF TRANS-1,2-DIAMINOCYCLOHEXANE AS SELECTOR [J].
GASPARRINI, F ;
MISITI, D ;
VILLANI, C ;
LATORRE, F ;
SINIBALDI, M .
JOURNAL OF CHROMATOGRAPHY, 1988, 457 :235-245
[3]   CHROMATOGRAPHIC OPTICAL RESOLUTION ON TRANS-1,2-DIAMINOCYCLOHEXANE DERIVATIVES - THEORY AND APPLICATIONS [J].
GASPARRINI, F ;
MISITI, D ;
VILLANI, C .
CHIRALITY, 1992, 4 (07) :447-458
[4]   CHROMATOGRAPHIC RESOLUTION OF 1,2-AMINO ALCOHOLS ON A CHIRAL STATIONARY PHASE CONTAINING N,N'-(3,5-DINITROBENZOYL)-TRANS-1,2-DIAMINOCYCLOHEXANE - THEORETICAL AND PRACTICAL ASPECTS [J].
GASPARRINI, F ;
MISITI, D ;
VILLANI, C ;
LATORRE, F .
JOURNAL OF CHROMATOGRAPHY, 1991, 539 (01) :25-36
[5]   CHIRAL SEPARATION OF PROPRANOLOL AND ITS ESTER DERIVATIVES ON AN OVOMUCOID-BONDED SILICA - INFLUENCE OF PH, IONIC-STRENGTH AND ORGANIC MODIFIER ON RETENTION, ENANTIOSELECTIVITY AND ENANTIOMERIC ELUTION ORDER [J].
HAGINAKA, J ;
WAKAI, J ;
TAKAHASHI, K ;
YASUDA, H ;
KATAGI, T .
CHROMATOGRAPHIA, 1990, 29 (11-12) :587-592
[7]   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
[8]   CHIRAL STATIONARY PHASE DESIGNED FOR BETA-BLOCKERS [J].
PIRKLE, WH ;
BURKE, JA .
JOURNAL OF CHROMATOGRAPHY, 1991, 557 (1-2) :173-185
[9]   APPLICATIONS FOR RACEMIC VERSIONS OF CHIRAL STATIONARY PHASES [J].
PIRKLE, WH ;
DAPPEN, R ;
RENO, DS .
JOURNAL OF CHROMATOGRAPHY, 1987, 407 :211-216
[10]  
SCHILL G, 1986, J LIQ CHROMATOGR, V9, P621