Synthesis of ABT-378, an HIV protease inhibitor candidate: Avoiding the use of carbodiimides in a difficult peptide coupling

Authors
Stoner, EJ Stengel, PJ Cooper, AJ
Citation
Ej. Stoner et al., Synthesis of ABT-378, an HIV protease inhibitor candidate: Avoiding the use of carbodiimides in a difficult peptide coupling, ORG PROC R, 3(2), 1999, pp. 145-148
Citations number
13
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC PROCESS RESEARCH & DEVELOPMENT
ISSN journal
10836160 → ACNP
Volume
3
Issue
2
Year of publication
1999
Pages
145 - 148
Database
ISI
SICI code
1083-6160(199903/04)3:2<145:SOAAHP>2.0.ZU;2-E
Abstract
An alternative to carbodiimide-mediated peptide coupling protocols has been developed for a carboxylic acid prone to decomposition by polymerization. This method, involving the in situ generation of an acyl, imidazolide, has been applied to the preparation of a lead clinical HIV protease inhibitor c andidate, ABT-378. The nature of the polymerization and optimization of the new reaction conditions are presented.