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Facile entry to (−)-(R)- and (+)-(S)-mexiletine

✍ Scribed by Alessia Carocci; Carlo Franchini; Giovanni Lentini; Fulvio Loiodice; Vincenzo Tortorella

Publisher
John Wiley and Sons
Year
2000
Tongue
English
Weight
107 KB
Volume
12
Category
Article
ISSN
0899-0042

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✦ Synopsis

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. Chirality 12: 103-106, 2000.

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