An Expeditious Total Synthesis of 5'-Deoxy-toyocamycin and 5'-Deoxysangivamycin.

In present paper, an expeditious total synthesis of naturally occurring 5'-deoxytoyocamycin and 5'-deoxysangivamycin was accomplished. Because of the introduction of a benzoyl group at -6 of 4-amino-5-cyano-6-bromo-pyrrolo[2,3-]pyrimidine, a Vorbrüggen glycosylation with 1,2,3-tri--acetyl-5-deoxy-β-D-ribofuranose afforded a completely regioselective -9 glycosylation product, which is unambiguously confirmed by X-ray diffraction analysis. All of the involved intermediates were well characterized by various spectra.