Facile entry to (-)-(R)- and (+)-(S)-mexiletine.
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.
Carocci
A
A
Dipartimento Farmaco-Chimico, Facoltà di Farmacia, Università degli Studi di Bari, Bari, Italy.
Franchini
C
C
Lentini
G
G
Loiodice
F
F
Tortorella
V
V
D000889:Anti-Arrhythmia Agents / Q000138:chemical synthesis*; D008801:Mexiletine / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D000889:Anti-Arrhythmia Agents; D008801:Mexiletine