Bruce F Currie

Author:

Bruce L. Currie

ISBN #:

0683022601

US Patent:

45351694, Aug 13, 1985

Filed:

Sep 12, 1983

Appl. No.:

6/530992

Inventors:

John L. Krstenansky - Tucson AZ
Bruce L. Currie - Woodridge IL

Assignee:

The Board of Trustees of the University of Illinois - Urbana IL

International Classification:

C07D47104

US Classification:

548453

Abstract:

Conformationally restricted peptide analogs incorporating a rigid. beta. -bend are formed by replacing a portion of the peptide backbone chain with a bicyclic heterocycle, 5H-6-oxo-2,3,4,4a,7,7a-hexahydropyrano[2,3-b]pyrrole. Properly substituted derivatives of the pyranopyrrole are conformationally rigid and cannot assume non-. beta. -bend conformations in the interior of the peptide chain, while the terminal binding residues are maintained in the proper orientation for receptor interaction. Also described are a novel intermediate for preparation of the peptide analogs and a method for preparation of the intermediate.