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Synthesis of (-)-homogalanthamine from naltrexone.

Authors :
Yamamoto N
Fujii H
Imaide S
Hirayama S
Nemoto T
Inokoshi J
Tomoda H
Nagase H
Source :
The Journal of organic chemistry [J Org Chem] 2011 Apr 01; Vol. 76 (7), pp. 2257-60. Date of Electronic Publication: 2011 Mar 07.
Publication Year :
2011

Abstract

Acetylcholinesterase inhibitor (-)-homogalanthamine 3 was synthesized from μ opioid antagonist naltrexone (2) in 16% total yield. The synthesis features Grob fragmentation as a key reaction, which was especially accelerated in the presence of 15-crown-5.

Details

Language :
English
ISSN :
1520-6904
Volume :
76
Issue :
7
Database :
MEDLINE
Journal :
The Journal of organic chemistry
Publication Type :
Academic Journal
Accession number :
21381712
Full Text :
https://doi.org/10.1021/jo1022487