Process for producing 1-(2'-deoxy-.beta.-D-erythro-pentofuranosyl)-5-trifluoromethyluracil derivatives
US5532349A · kind A · utility
Assignee
Inventors
Key dates
| Filing date | Jul 15, 1994 |
| Grant date | Jul 2, 1996 |
| Priority date | — |
| Expiry date | Jul 15, 2014 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC07H19/06
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
Abstract
A process for producing 1-(2'-deoxy-B-D-erythropentofuranosyl)-5-trifluoromethyluracil derivatives having the formula as shown below: ##STR1## wherein X.sup.1 and X.sup.2 are independently hydrogen or halogen, comprising: PA2 (a) reacting 5-trifluoromethyl-5,6-dihydrouracil with alkylsulfoxide in the presence of a halogen and and acid to obtain 5-trifluoromethyluracil; PA2 (b) reacting the obtained 5-trifluoromethyluracil with a silylating agent to obtain 5-trifluoromethyl-2,4 -bis(trimethylsilyloxy)uracil; and PA2 (c) reacting the obtained 5-trifluoromethyl-2,4-bis(trimethylsilyloxy)uracil with a protected 2-deoxyalpha-D-erthro-pentofuranosyl)halide derivative in chloroform solvent in the presence of fluoride ion and in the presence of a copper compound as a catalyst. The resulting, deblocked nucleosides are useful as antiviral and antitumor agents.
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.