On the enantiomers of 2-dimethylamino-3-pentanone, key intermediates in the synthesis of analgesic alkylaminoalkylnaphthalenes

Authors
Collina, S Benevelli, F Vercesi, D Ghislandi, V
Citation
S. Collina et al., On the enantiomers of 2-dimethylamino-3-pentanone, key intermediates in the synthesis of analgesic alkylaminoalkylnaphthalenes, TETRAHEDR-A, 10(12), 1999, pp. 2387-2397
Citations number
18
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON-ASYMMETRY
ISSN journal
09574166 → ACNP
Volume
10
Issue
12
Year of publication
1999
Pages
2387 - 2397
Database
ISI
SICI code
0957-4166(19990618)10:12<2387:OTEO2K>2.0.ZU;2-1
Abstract
2-Dimethylamino-3-pentanone 1 is the key intermediate in the synthesis of a lkylaminoalkylnaphthalenic analgesics. In this paper the resolution of this compound with L- and D-dibenzoyltartaric acids is described. The behavior of the diastereomeric dibenzoyltartrates and of the enantiomers in solution is investigated by NMR spectroscopy, polarimetry and chiral gas-chromatogr aphic analysis. (C) 1999 Published by Elsevier Science Ltd. All rights rese rved.