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Attempted synthesis of mannosazide building block 15. Reagents and conditions: (a) levulinic acid, DCC, DMAP, CH2Cl2, 82%; (b) NIS, TfOH, HO(CH2)5NBnCbz, CH2Cl2, −20 °C, 70%; (c) N2H4, AcOH, pyridine, CH2Cl2, 70%; (d) Tf2O, pyridine, CH2Cl2, 0 °C to rt.
