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. Author manuscript; available in PMC: 2020 Apr 11.
Published in final edited form as: J Med Chem. 2019 Mar 21;62(7):3677–3695. doi: 10.1021/acs.jmedchem.9b00164

Scheme 1.

Scheme 1

Synthesis of adenosine 2ag and uridine derivatives 4ay. Reagents and conditions: (a) DCC (3 eq.), methylene diphosphonic acid (1.5 eq.), DMF, room temp, 3–24 h; for compounds 4w and 4x: DCC (3 eq.), ethylene diphosphonic acid (1.5 eq.), DMF, room temp, 3 h (b) methylenebis(phosphonic dichloride) (3 eq.), trimethyl phosphate, 0 °C, 30 min, then triethylammonium hydrogencarbonate buffer pH 8.4–8.6, rt, 30 min.