Synthesis of clasto-lactacystin beta-lactone and analogs thereof
US6133308A · kind A · utility
55Cited by
2References
34Claims
0Family size
Assignee
Inventors
Key dates
| Filing date | Aug 14, 1998 |
| Grant date | Oct 17, 2000 |
| Priority date | — |
| Expiry date | Aug 14, 2018 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC07B2200/07
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
Abstract
The present invention is directed to an improved synthesis of clasto-lactacystin-.beta.-lactone, and analogs thereof, that proceeds in fewer steps and in much greater overall yield than syntheses described in the prior art. The synthetic pathway relies upon a novel stereospecific synthesis of an oxazoline intermediate and a unique stereoselective addition of a formyl amide to the oxazoline. Also described are novel clasto-lactacystin-.beta.-lactones, and analogs thereof and their use as proteosome inhibitors.
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.