High-performance liquid chromatographic enantioseparation of methanobenzazocines

被引：5

作者：

Barker, William M. ^{[1
]}

Worm, Karin ^{[1
]}

Dolle, Roland E. ^{[1
]}

机构：

[1] Adolor Corp, Dept Chem, Exton, PA 19341 USA

来源：

JOURNAL OF CHROMATOGRAPHY A | 2009年 / 1216卷 / 45期

关键词：

HPLC; Chiral separation; Enantioselective; Benzazocine; Benzomorphans; Racemic; Cyclodextrin; Polysaccharide and Pirkle-type chiral stationary phases; CHIRAL STATIONARY PHASES; PRIVILEGED STRUCTURES; ANALGETIC ACTIVITY; CYCLODEXTRIN; DERIVATIVES; DRUGS;

D O I：

10.1016/j.chroma.2009.08.033

中图分类号：

Q5 [生物化学];

学科分类号：

071010 ; 081704 ;

摘要：

Chiral recognition and resolution of methanobenzazocines was investigated by HPLC using polysaccharide, Pirkle-type, native and derivatized beta-cyclodextrin chiral stationary phases. Enantioseparation of phenyl substituted 2,6-methanobenzazocines was achieved with multiple chiral stationary phases throughout the classes described. Chiral resolution of the enantiomers of 1,5-methano-3-methyl-6-oxo-1,2,3,4,5,6-hexahydro-3-benzazocine was produced on both polysaccharide and Pirkle-type phases. In the case of 1,5-methano-3-methyl-6-phenyl-1,2,3,4,5,6-hexahydro-3-benzazocine only a dinitrophenyl substituted beta-cyclodextrin produced a separation of enantiomers. (C) 2009 Elsevier B.V. All rights reserved.

引用

页码：7708 / 7714

页数：7

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