Synthesis of galactoside inhibitors
US8697862B2 · kind B2 · utility
Assignee
Inventor
Key dates
| Filing date | May 18, 2009 |
| Grant date | Apr 15, 2014 |
| Priority date | — |
| Expiry date | Sep 26, 2029 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC07H19/056
- WIPO fieldPharmaceuticals
- WIPO sectorChemistry
Abstract
Novel synthesis routes for preparation of thiodigalactosides and intermediates are presented. The method includes the use of a 3-azido-galactosyl thiouronium salt derivative, which is activated to the corresponding thiol in situ, which in turn is directly reacted with a 3-azido-galactosyl bromide resulting in the 3,3′-di-azido-thio-di-galactoside before the thiol has a chance to reduce the azido 10 group. Hence, in situ formation of the 3-azido-galactosyl thiol from the thiouronium salt is essential in the synthesis procedure, because any other method that generate the thiol separately results in extensive unwanted azide reduction.
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.