Process for the preparation of retro-inverso peptides and new intermediates thereof
US5116947A · kind A · utility
Assignee
Inventors
Key dates
| Filing date | Aug 9, 1991 |
| Grant date | May 26, 1992 |
| Priority date | — |
| Expiry date | Aug 9, 2011 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC07K5/0212
- WIPO fieldBiotechnology
- WIPO sectorChemistry
Abstract
A method of synthesis of a partially retro-inverso peptide incorporating at least one malonyl residue of formula (III) ##STR1## wherein R represents the side chain of an .alpha.-amino acid, is described which is characterized in that said malonyl residue is incorporated by condensing a 5-substituted-2,2-dimethyl-1,3-dioxane-4,6-dione of formula (IV) ##STR2## wherein R' is the side-chain R wherein the functional groups, if any, are suitably protected, with an amino acid, amino acid amide, peptide fragment, or pseudo-peptide fragment wherein the terminal carboxyl group, if present, and the possible side-chain functionalities are suitably protected and the reactive amino group is tri-alkyl-silylated. The new compounds of formula (VI) and a process for the preparation of a partially retro-inverso tuftsin analog which involves use of said method and said intermediate are also described and claimed.
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.