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Synthetic scheme for the preparation of 5-NITP analogs, 5-MeCITP and 5-CITP. Reagents and conditios were as follow: (a) NaH, anhydrous ACN, RT, 16 h; (b) NaOMe, MeOH, pH >12, RT, 16 h; (c) (i) POCl3, Proton Sponge®, trimethylphosphate, 0°C; (ii) Tributylammonium pyrophosphate, DMF, tributylamine, RT, 15 min and (iii) 1 M TEAB, RT, 2 h; (d) NaOH, 3:2 MeOH:H2O, RT, 72 h and (e) NaOH, 2:1 MeOH:H2O, 15-crown-5 ether, RT.
