Methods for the synthesis of &agr;- hydroxy-&bgr;-amino acid and amide derivatives
US6376649B1 · kind B1 · utility
Assignee
Inventors
Key dates
| Filing date | Dec 18, 1998 |
| Grant date | Apr 23, 2002 |
| Priority date | — |
| Expiry date | Dec 18, 2018 |
Classification
- Technology area (CPC Y)Emerging Cross-Sectional Technologies
- CPC primaryY10T436/141111
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
Abstract
Methods for the synthesis of &agr;-hydroxy-&bgr;-amino acid and amide derivatives and &agr;-ketoamide derivatives and novel derivatives made by these methods are provided. These methods involve reacting a N-terminally blocked (protected) aminoaldehyde with an isonitrile and a carboxylic acid to give an amino-&agr;-acyloxy carboxamide. The acyloxy group may be removed to give the derivative. Alternatively the protecting group is removed and acyl shift occurs to give the derivative. These derivatives are useful in the synthesis of compounds such as peptidyl &agr;-ketoamides and &agr;-hydroxy-&bgr;-carboxylic acid and amide derivatives. Certain of these compounds have been reported to have activity as inhibitors of proteases, such as serine proteases and cysteine proteases.
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.