Lividomycins synthesis

The structure, lividomycin 5"-phosphate, was furthermore proved by chemical synthesis. Penta-N-(benzyloxycarbonyl) lividomycin A was prepared from lividomycin A by the usual Schotten-Baumann procedure in a yield of 95% it had m.p. 135-150° (dec.). Acetonation with 2,2-dimethoxypropane in N,N-dimethylformamide in the presence of p-toluenesulfonic acid at 110° for 4 hours afforded the tri-O-isopropylidene derivative of N-(benzyloxycarbonyl)lividomycin A in 49% yield m.p. 129-133° (dec.). Phosphorylation of the sole primary hydroxyl group in the D-ribose moiety of -(benzyloxycarbonyl) lividomycin A with diphenyl phosphorochloridate in dry pyridine gave penta-N-(benzyloxy-... 

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