5-0-PYRIMIDYL-2,3-DIDEOXY-1-THIOFURANOSIDE DERIVATIVE, PROCESS FOR PRODUCING THE SAME, AND USE THEREOF

摘要

A novel 5-0-pyrimidyl-2,3-dideoxy-1-thio-D-furanoside derivative represented by general formula (I) or an L-isomer thereof, wherein X represents hydrogen, fluorine or azide group; R<1> represents C1-C4 alkyl; R<2> represents hydrogen, methyl, fluorine or trifluoromethyl; and R<3> represents either C1-C10 alkyl, or C6-C15 aryl which may be substituted by at least one substituent selected from the group consisting of chlorine, bromine, methyl, ethyl and nitro. By conducting intramolecular N-glycosylation between the above compound and a sulfonium ion generating reagent, a beta -2',3'-dideoxynucleoside derivative useful as a precursor for antiviral agents such as AZT, DDC and FLT can be produced in a high yield with an extremely high selectivity for beta -isomer while forming no or little corresponding beta -isomer.