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. 2022 Mar 30;23(10):e202200076. doi: 10.1002/cbic.202200076

Scheme 1.

Scheme 1

Synthesis of sialo derivative 2 with atom labelling. Reagents and conditions: (a) BnBr, DBU, DMF, room temperature, 18 h; (b) TsCl, Py, room temperature, 18 h; (c) Ac2O, DMAP, Py, room temperature, 5 h; (d) NaN3, dry DMF, 70 °C, 5 h; (e) PhSH, BF3⋅Et2O, dry DCM, room temperature, 18 h; (f) PPh3, CH2Cl2, room temperature, 48 h; (g) NIS, TfOH, dry CH3CN/CH2Cl2 (10 : 1), −40 °C, 4 h; (h) AcOH 80 %, 40 °C, 18 h; (i) Pd/C, H2, MeOH, room temperature, 72 h; (l) NH3 4 M in MeOH, room temperature, 120 h.