Thiosugars. XII. Synthesis of New 3′-O-Substituted 2′,5′-Anhydro-2′-thio-α-d-pentofuranosyl Nucleoside Analogues#.

Methyl 2,5-anhydro-3-0-(2-methoxyethyl)-2-thio-b-D-arabinofuranoside and methyl 2,5-anhydro-3-0-(2-fluorobenzyl)-2-thio-a-D-lyxofuranoside were transformed into the corresponding uridine, thymidine, cytidine and adenosine analogues, which exclusively exhibited the a-configuration irrespective of the anomeric configuration of the donor. The structure, configuration, and conformation of the products was elucidated by X-ray structure analyses. The nucleoside analogues were tested for antiviral activities. [ABSTRACT FROM AUTHOR]