Herstellung, optische Reinheit und Konfiguration der Flecainid‐Enantiomeren | Zendy

Blaschke Gottfried | Zendy; Scheidemantel Ursula | Zendy; Walther Bernd | Zendy

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Herstellung, optische Reinheit und Konfiguration der Flecainid‐Enantiomeren

Author(s) -

Blaschke Gottfried,

Scheidemantel Ursula,

Walther Bernd

Publication year - 1985

Publication title -

chemische berichte

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.667

H-Index - 136

eISSN - 1099-0682

pISSN - 0009-2940

DOI - 10.1002/cber.19851181132

Subject(s) - chemistry , diastereomer , enantiomer , mandelic acid , absolute configuration , derivatization , stereochemistry , silica gel , enantiomeric excess , isocyanate , high performance liquid chromatography , chromatography , organic chemistry , enantioselective synthesis , catalysis , polyurethane

Preparation, Optical Purity and Configuration of the Enantiomers of Flecainide The chiral antiarrhythmic drug flecainide ( rac ‐ 1 ) was resolved by fractional crystallization of the diastereomeric salts with optically active mandelic acid. Derivatization with (+)‐1‐phenylethyl isocyanate and analytical separation of the diastereomers 3 by HPLC on silica gel confirmed the optical purity of the enantiomers. CD‐Spectra of the N ‐chloro derivatives established the absolute configuration: (−)‐ 1 is R ‐, (+)‐ 1 S ‐configurated.

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