Triphenylphosphine → HCID 57513677, compound

Participants

Reaction Steps

DIAD (0.22 mL, 1.1 mmol) was added to a solution of PPh3 (300 mg, 1.15 mmol) in THF (5 mL) at room temperature. The mixture was stirred at room temperature for 5 min. To this was added a solution of {1-[5-(4-Fluoro-phenoxy)-4-(4-fluoro-phenyl)-thiazol-2-ylcarbamoyl]-3-hydroxy-propyl}-carbamic acid tert-butyl ester (438 mg, 0.867 mmol) in THF (15 mL). The mixture was stirred at room temperature for 30 min and partitioned between EtOAc and aqueous K2CO3. The organic extract was dried over MgSO4, concentrated and chromatographed to give the title compound. 1H NMR (400 MHz, CDCl3) δ 1.47 (s, 9H), 2.10-2.20 (m, 1H), 2.79-2.87 (m, 1H), 3.87-3.95 (m, 1H), 4.35-4.41 (m, 1H), 4.45-4.52 (m, 1H), 5.08-5.13 (m, 1H), 6.95-7.08 (m, 6H), 7.90-7.95 (m, 2H). m/z 488.1 (MH+).

Provenance & Evidence