Scheme 3.

Synthesis of 2-f luoro-2-deoxy-arabinose-1-phosphate prodrugs. (a) HBr, DCM, rt, 13 h, (b) Et3N, H2O, DMF, rt, 1.5 h, 100% over two-steps, (c) TIPS-OTf, 2,6-lutidine, CH2Cl2, 0 °C, 2.5 h, 100%, (d) Et3N, H2O, MeOH, rt, 3 days, 86%, (e) CbzCl, DMAP, CH2Cl2, rt, 12 h, 95%, (f) HF-pyr, pyridine, rt, 44 h, 100%, (g) appropriated phosphorochloridate, tBuMgCl, THF, rt, 15 h, (h) H2, Pd/C, EtOH, rt, 2 h.