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Stereoselective synthesis of new conformationally restricted analogues of a potent CGRP receptor antagonist.

Authors :
Zuev D
Michne JA
Huang H
Beno BR
Wu D
Gao Q
Torrente JR
Xu C
Conway CM
Macor JE
Dubowchik GM
Source :
Organic letters [Org Lett] 2005 Jun 09; Vol. 7 (12), pp. 2465-8.
Publication Year :
2005

Abstract

[structures: see text] A stereocontrolled racemic synthesis of conformationally restricted analogues 2a and 2b of a potent CGRP receptor antagonist 1 by novel functionalization of 2-substituted octahydropyrido[1,2-a]pyrazin-6-ones is described. The new diastereoselective LDA-promoted alpha-nitration of intermediate lactams established the required trans-configuration in the desired products.

Details

Language :
English
ISSN :
1523-7060
Volume :
7
Issue :
12
Database :
MEDLINE
Journal :
Organic letters
Publication Type :
Academic Journal
Accession number :
15932224
Full Text :
https://doi.org/10.1021/ol0510062