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HERO ID
6641369
Reference Type
Journal Article
Title
Highly efficient resolution of racemic diethanolamine using (-) camphor-10-sulphonic acid
Author(s)
Tangellamudi, ND; Varghese, B; Sundararajan, G; ,
Year
2005
Journal
ARKIVOC
ISSN:
1551-7004
EISSN:
1551-7012
Publisher
ARKAT USA INC
Location
GAINESVILLE
Volume
2005
Issue
11
Page Numbers
137-145
Language
English
DOI
10.3998/ark.5550190.0006.b12
Web of Science Id
WOS:000236922800012
URL
https://www.scopus.com/inward/record.uri?eid=2-s2.0-15744395428&partnerID=40&md5=f1381e0005d596da025595744c034285
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Abstract
Ring opening of two equivalents of racemic styrene epoxide by benzylamine gives rise to racemic mixture of 2-(benzyl-(2-hydroxy-2-phenylethyl)-amino)-1-phenylethanol, among other diethanolamine products. The racemic mixture is efficiently separated into its enantiomers by complexation with (-) camphor-10-sulphonic acid. The corresponding diastereomeric complex was also characterized by single crystal X-ray diffraction method. This resolution method offers an economically more viable route for the isolation and use of the chiral ligand that has proved to be useful in many asymmetric catalysis reactions.
Keywords
2-(benzyl-(2-hydroxy-2-phenylethyl)-amino)-1-phenylethanol; Camphor-10-sulphonic acid; Resolution
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