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. Author manuscript; available in PMC: 2017 Jan 17.
Published in final edited form as: J Med Chem. 2008 Jul 17;51(15):4518–4528. doi: 10.1021/jm800175e

Scheme 3.

Scheme 3

Synthesis of Nucleoside-5′-Carboxamides and Deprotection of the 2′,3′-Positiona

a Reagents and conditions: (a) (i) coupling reagent (PyBOP, HCTU, or HBTU; see Experimental Section), diisopropylethylamine, DMF, room temp, 12 h, (ii) silica gel flash chromatography, CH2Cl2/MeOH = 40:1; (b) (i) 3–5% TFA, CH2Cl2, H2O, 2 h, room temp, (ii) C-18 RP-HPLC, gradient of MeOH/H2O = 25:75 to 100:0.