Synthesis of novel and enantiomerically pure epoxypropylamine: a divergentroute to the chiral beta-adrenergic blocking agents

Authors
Hou, XL Li, BF Dai, LX
Citation
Xl. Hou et al., Synthesis of novel and enantiomerically pure epoxypropylamine: a divergentroute to the chiral beta-adrenergic blocking agents, TETRAHEDR-A, 10(12), 1999, pp. 2319-2326
Citations number
42
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON-ASYMMETRY
ISSN journal
09574166 → ACNP
Volume
10
Issue
12
Year of publication
1999
Pages
2319 - 2326
Database
ISI
SICI code
0957-4166(19990618)10:12<2319:SONAEP>2.0.ZU;2-0
Abstract
The chiral building block (S)-N-benzyl-N-isopropyl-2,3-epoxypropylamine is obtained by means of chlorohydroxylation of allylamine, followed by Jacobse n's hydrolytic kinetic resolution with water. A concise, divergent five-ste p synthesis of three beta-adrenergic blocking agents in high enantiomeric e xcess using (S)-N-benzyl-Nisopropyl-2,3-epoxypropylamine as the key interme diate is described. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.