Premium
Stereoisomers of 3‐(2,3‐dihydrobenzofuran‐2‐yl)quinuclidine: Preparation and muscarinic receptor affinities
Author(s) -
Johansson Gary,
Brisander Magnus,
Sundquist Staffan,
Hacksell Uli
Publication year - 1998
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/(sici)1520-636x(1998)10:9<813::aid-chir7>3.0.co;2-g
Subject(s) - quinuclidine , chemistry , diastereomer , moiety , stereochemistry , enantiomer , ring (chemistry) , molecule , organic chemistry
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 ,3 R )‐3‐(2,3‐dihydrobenzofuran‐2‐yl)quinuclidine · HCl · H 2 O contains two independent molecules with different conformations of both the quinuclidine moiety and the dihydrofuran ring. Chirality 10:813–820, 1998. © 1998 Wiley‐Liss, Inc.