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Bevantolol hydrochloride (nc‐1400): Absolute configuration and direct separation of the enantiomers
Author(s) -
Yamamoto Masao,
Takayanagi Yukiko,
Nihashi Susumu,
Nomura Yutaka,
Nohira Hiroyuki
Publication year - 1995
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/chir.530070803
Subject(s) - chemistry , enantiomer , absolute configuration , hydrochloride , chromatography , resolution (logic) , epichlorohydrin , ether , stereochemistry , organic chemistry , computer science , artificial intelligence
Synthesis of (−)‐bevantolol hydrochloride from 3,4‐dimethoxyphenethylamine and ( S )‐(+)‐ m ‐tolyl glycidyl ether derived from ( R )‐(−)‐epichlorohydrin established the absolute configuration of the (+) and (−) enantiomer as R and S , respectively. The purity of the enantiomers was determines using a chiral cellulose column (CHIRALCEL OD®) which allowed direct separation of the enantiomers. A separation factor (α) of 4.20 and a resolution factor ( Rs ) of 9.21 were obtained. © 1995 Wiley‐Liss, Inc.