5H-6-oxo-2,3,4,4a,7,7a-hexahydropyrano[2,3-b]pyrrole and the preparation thereof
US4535169A · kind A · utility
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2Claims
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Key dates
| Filing date | Sep 12, 1983 |
| Grant date | Aug 13, 1985 |
| Priority date | — |
| Expiry date | Sep 12, 2003 |
Classification
- Technology area (CPC Y)Emerging Cross-Sectional Technologies
- CPC primaryY10S930/13
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
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.
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.