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A practical synthesis of 5-lipoxygenase inhibitor MK-0633

Authors :
Gosselin, Francis
OEShea, Paul D.
Palucki, Michael
Sidler, Rick
Britton, Robert A.
Davies, Ian W.
Dolman, Sarah J.
Janey, Jacob
Lau, Stephen
Molinaro, Carmela
Nadeau, Christian
Gauvreau, Danny
Hoerrner, R. Scott
Hughes, Gregory
Source :
Journal of Organic Chemistry. June 18, 2010, Vol. 75 Issue 12, 4154-4160
Publication Year :
2010

Abstract

A practical, chromatography-free preparation of 5-lipoxygenase inhibitor MK-0633 p-toluenesulfonate is discussed. An improved second route has featured an inexpensive diastereomeric salt resolution of vinyl hydroxyl-acid followed by a robust end-game featuring hydrazide aylation/1,3,4-oxadiazole ring closure/salt formation sequence, which has produced MK-0633 p-toluenesulfonate.

Details

Language :
English
ISSN :
00223263
Volume :
75
Issue :
12
Database :
Gale General OneFile
Journal :
Journal of Organic Chemistry
Publication Type :
Academic Journal
Accession number :
edsgcl.231785936