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. 2010 Oct 15;39(4):1623–1637. doi: 10.1093/nar/gkq925

Scheme 2.

Scheme 2.

Synthetic scheme for the preparation of fluorinated analogs. Reagents and conditions were as follows: (a) Pd(PPh3)4, NaHCO3 in H2O, DME, reflux, 2 h; (b) NaH, anhydrous ACN, RT, 16 h; (c) NaOMe, MeOH, pH ≥12, RT, 16 h; (d) (i) POCl3, Proton Sponge®, trimethylphosphate, 0°C; (ii) Tributylammonium pyrophosphate, DMF, tributylamine, RT, 15 min and (iii) 1 M TEAB, RT, 2 h and (e) NaOMe, 1:10 (ether:MeOH), pH >12, RT, 36 h.