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Synthesis of aryloxy phosphonamidate derivatives of a BTN3A1 ligand. Reagents and conditions: (a) (COCl)2, DMF (5 mol %), CH2Cl2, 0 °C to rt, overnight; (b) ArOH, Et3N, THF or toluene, 0 °C to rt; (c) NaI, H3CCN, reflux, overnight; (d) GlyOR·HCl, PPh3, 2,2’-dithiodipyridine, pyridine, 60 °C, overnight; (e) SeO2, 70% aqueous t-BuOOH, pyridine, methanol, 0 °C to rt, overnight.
