Stereoisomers of 3-(2,3-dihydrobenzofuran-2-yl)quinuclidine: Preparation and muscarinic receptor affinities

被引:0
|
作者
Johansson, G
Brisander, M
Sundquist, S
Hacksell, U
机构
[1] Uppsala Univ, Dept Organ Pharmaceut Chem, Ctr Biomed, Uppsala, Sweden
[2] Stockholm Univ, Arrhenius Lab, Dept Struct Chem, S-10691 Stockholm, Sweden
[3] Pharmacia & Upjohn Inc, Dept Pharmacol, Uppsala, Sweden
关键词
quinuclidine derivatives; chromatographic separation; borane complexes; fractional crystallization; resolution; X-ray crystallography;
D O I
10.1002/(SICI)1520-636X(1998)10:9<813::AID-CHIR7>3.0.CO;2-G
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
The four stereoisomers of the antimuscarinic 3-(2,3-dihydrobenzofuran-2-yl) quinuclidine have been prepared by a method involving chromatographic separation of the racemic diastereoisomers as borane complexes. The relative and absolute configurations of the stereoisomers were determined by X-ray crystallographic methods. The crystal structure of (2'R,3R)-3-(2,3-dihydrobenzofuran-2-yl) quinuclidine . HCl . H2O contains two independent molecules with different conformations of both the quinuclidine moiety and the dihydrofuran ring. (C) 1998 Wiley-Liss, Inc.
引用
收藏
页码:813 / 820
页数:8
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