Nucleoside reverse transcriptase inhibitors are the only drugs so far approved for the treatment of AIDS. Nucleoside 5'- phosphorothioates is relatively resistant to enzymatic transformations. Novel 2',3'-didehydro-2',3'-dideoxythymidine (d4T) 5'- thiophosphoramidates have been prepared by thiophosphorochloridate chemistry. These materials were designed to act as membane-soluble prodrugs of the bioactive free nucleotides. In vitro evaluation reveals that the compounds have a pronounced, selective anti-HIV activity in MT-4 cells. The new compounds are characterized by NMR, IR and ESI-MS. The results from NMR experiments indicate that there are anti-orientation for glycosyl grouping in compounds 5a～5e.

Key words: THIOPHOSPHORYL, THYMUS GLAND, STRUCTURE CHARACTERISTICS, CONFORMATION, NMR, IR, MS, AIDS