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. Author manuscript; available in PMC: 2017 Nov 21.
Published in final edited form as: ChemMedChem. 2016 Oct 24;11(22):2534–2546. doi: 10.1002/cmdc.201600439

Scheme 3.

Scheme 3

Synthesis of Cl-ANT acyclic nucleosides with extended linker. Reagents and conditions: a) i) N6-benzoyladenine, NaH, DMF, 60 °C, 14 h; ii) 80% AcOH, 60 °C, 30 min; b) TBSCl, imidazole, DMF, RT, 14 h; c) 1M NaOMe/MeOH, MeOH, RT, 16 h; d) i) 5-chloroisatoic anhydride, NaH, DMF, 80 °C, 3 h; ii) 80% AcOH, 50 °C, 8 h; e) i) MsCl, Py, RT, 2 h; ii) NaN3, DMF, RT, 5 days; iii) H2/Pd/C, MeOH, RT, 14 h; f) i) 5-chloroisatoic anhydride, DMF, THF, DMAP, RT, 16 h; ii) 80% AcOH, 50 °C, 2 h.