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. 2016 Sep 30;59(20):9390–9408. doi: 10.1021/acs.jmedchem.6b00948

Scheme 4. Structures and Synthesis of Prodrug Analogues of O-Mannoside 23.

Scheme 4

Reagents and conditions: (a) Ac2O, pyridine, rt; (b) POCl3 trimethylphosphate, H2O, 0 °C; (c) TMSCl, Et3N, DMF, 0 °C; (d) AcOH, acetone/MeOH, 0 °C to rt; (e) N,N-dimethylglycine hydrochloride, DMAP, DIC, CH2Cl2/DIPEA, rt; (f) TFA, CH3CN, 0 °C.