title: Facile entry to (-)-(R)- and (+)-(S)-mexiletine.
abstract: The title compounds, 1a and 1b, have been synthesized in a three-step sequence starting from (-)-(S) and (+)-(R)-propylene oxide, respectively, in acceptable overall yields. The enantiomeric excess values for 1a and 1b were 96% and 93% respectively, as assessed by HPLC analysis on a chiral stationary phase of the corresponding N-acetyl derivatives. The synthetic route herein presented may represent a facile entry to highly enriched mexiletine enantiomers, alternative to those previously reported in the literature.
authors.affiliation: Dipartimento Farmaco-Chimico, Facoltà di Farmacia, Università degli Studi di Bari, Bari, Italy.
authors.forename: A
authors.initials: A
authors.lastname: Carocci
authors.forename: C
authors.initials: C
authors.lastname: Franchini
authors.forename: G
authors.initials: G
authors.lastname: Lentini
authors.forename: F
authors.initials: F
authors.lastname: Loiodice
authors.forename: V
authors.initials: V
authors.lastname: Tortorella
mesh_terms: D000889:Anti-Arrhythmia Agents / Q000138:chemical synthesis*; D008801:Mexiletine / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000889:Anti-Arrhythmia Agents; D008801:Mexiletine