Preparation of 2-O-(3-O-carbamoyl-α-D-mannopyranosyl)-L-gulopyranose: Synthetic study on the sugar moiety of antitumor antibiotic bleomycin

Article abstract of DOI:10.1016/0040-4039(94)02458-N

A new practical route to the disaccharide moiety of bleomycin was developed. Both of key building blocks 9 and 16 were prepared from D-mannose in a regioselective manner by applying stannylene acetal methodology. Glycosylation of the allyl alcohol 9 with the trichloroacetimidate 16 proceeded smoothly, and the further incorporation to the disaccharide moiety was succesfully accomplished.