| abstract |
4''-fluoro nucleosides, 4''-fluoro nucleoside analogs of Nucleocidin, 2''-deoxy-4''-fluoro pyrimidine nucleosides and novel intermediates produced in the process of preparing such compounds. The process for preparing the 4''-fluoro nucleosides of the present invention comprises treating a 4'',5''-unsaturated nucleoside with iodine monofluoride to form the corresponding 5''deoxy-4''-fluoro-5''-iodo nucleoside. The latter product is transformed to corresponding 5''-azido-5''-deoxy-4''-fluoro nucleosides, 5''-amino-5''-deoxy-4''-fluoro nucleosides,5''-deoxy-4''fluoro nucleosides, 4''-fluoro nucleosides, 5''-O-phosphoryl-4''fluoro nucleosides, and 5''-sulfamoyl-4''-fluoro nucleosides. The 2''-deoxy-4''-fluoro pyrimidine nucleosides are prepared in an analogous manner from the 4'',5''-unsaturated-2''-deoxy nucleosides. The nucleosides of this invention exhibit general antimetabolite activity and/or are intermediates for compounds exhibiting such activity. |