Chiral aziridine ring opening: facile synthesis of (R)-modletine and (R)-phenoxybenzamine hydrochloride

TitleChiral aziridine ring opening: facile synthesis of (R)-modletine and (R)-phenoxybenzamine hydrochloride
Publication TypeJournal Article
Year of Publication2015
AuthorsViswanadh, N, Velayudham, R, Jambu, S, Sasikumar, M, Muthukrishnan, M
JournalTetrahedron Letters
Volume56
Issue38
Pagination5269-5271
Date PublishedSEP
ISSN0040-4039
KeywordsAziridine, Mexiletine, Phenoxybenzamine
Abstract

A simple and efficient synthesis of chiral drugs (R)-mexiletine 1, an anti-arrhythmic drug and (R)-phenoxybenzamine hydrochloride 2, an anti-hypertensive drug has been described via controlled reductive ring opening of chiral aziridine as a key step. The target compounds 1 and 2 were obtained in overall yields of 34% and 10.5%, respectively. (C) 2015 Elsevier Ltd. All rights reserved.

DOI10.1016/j.tetlet.2015.07.032
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)2.347
Divison category: 
Organic Chemistry