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. Author manuscript; available in PMC: 2015 Aug 1.
Published in final edited form as: Bioorg Med Chem. 2014 May 23;22(15):4257–4268. doi: 10.1016/j.bmc.2014.05.036

Scheme 3.

Scheme 3

Synthesis of 5′-O-methylcarbamoyl-β-D-apio-D-furanoadenosine. Reagents and conditions: (a) TBDMSCl, imidazole, DMF, rt, 18 h, 74%; (b) TCA-H2O, THF, 0°C, 1 h, rt, 3 h, 35%; (c) (i) CDI, THF, rt, 3 h; (ii) MeNH2, rt, 16 h, 72%; (d) NH4F, MeOH, 50 °C, 48 h, 90%.