Process for the preparation of macrocyclic metalloprotease inhibitors
US6307044A · kind A · utility
Assignee
Inventors
Key dates
| Filing date | Jun 10, 1999 |
| Grant date | Oct 23, 2001 |
| Priority date | — |
| Expiry date | Jun 10, 2019 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC07D273/02
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
Abstract
The present invention is directed to a process for the preparation of a compound of formula (X-a): ##STR1## or a pharmaceutically acceptable salt form thereof, wherein: PA1 R.sup.1 is selected from the group consisting of: PA2 C.sub.1-5 alkyl substituted with 0-5 R.sup.1a, --(CH.sub.2).sub.r --C.sub.3-10 cycloalkyl substituted with 0-5 R.sup.1a, and --(CH.sub.2).sub.r -aryl substituted with 0-5 R.sup.1a. Compounds of Formula (X-a) are macrocyclic molecules containing anti-succinate residues which inhibit metalloproteinases such as aggrecanase, and the production of tumor necrosis factor (TNF). The anti-succinates are formed by an Ireland Claisen rearrangement of a silyl ketene acetal which proceeds with high stereoselectivity.
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.