Abstract
Starting from 2'-deoxyadenosine, 5'-O-trityl-3'-O-tosyl-2'-deoxy-8-bromoadenosine (IV) was synthesized. From the compound IV 8, 3'-anhydro 8-oxy-9-(2-deoxy-β-D-threo-pentofuranosyl) adenine (VII) was obtained by treatment with sodium acetate in acetic anhydride and sodium acetate in DMF, followed by the removal of the protecting group. The structure of the compound VII was confirmed by elemental analysis, ultraviolet and infrared spectra, as well as an optical rotatory dispersion measurement. 8, 3'-Anhydro-8-mercapto-9-(2-deoxy-β-D-threo-pentofuranosyl) adenine (X) was obtained by treatment of IV with thiourea. Desulfurization of X with Raney nickel gave 2', 3'-dideoxyadenosine.
