Bevantolol hydrochloride (nc‐1400): Absolute configuration and direct separation of the enantiomers | Zendy

Yamamoto Masao | Zendy; Takayanagi Yukiko | Zendy; Nihashi Susumu | Zendy; Nomura Yutaka | Zendy; Nohira Hiroyuki | Zendy

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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.

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