tert-Butanol → HCID 67192130, compound

Participants

Reaction Steps

To a solution of Et3N (0.058 mL; 0.42 mmol) in tBuOH (9.35 mL) was added 4 Å molecular sieves (3 g) and the mixture was refluxed for 30 min under a N2 atmosphere. Compound 14f (0.1 g; 0.31 mmol) and diphenylphosphorylazide (0.085 mL; 0.39 mmol) were added to the mixture and refluxed for 3 h under a N2 atmosphere. The reaction mixture was allowed to cool to room temperature, filtered and concentrated. The resulting residue was suspended in EtOAc (10 mL) and washed with water (10 mL) and brine (10 mL), dried over MgSO4 and concentrated. The crude product was purified by reverse phase HPLC to give Compound 14g. 1H NMR (300 MHz, CD3OD): δ 9.30 (s, 1H), 9.20 (s, 1H), 8.80 (d, 1H), 8.65 (d, 1H), 7.80 (dd, 1H), 7.70 (s, 1H), 7.65 (m, 3H), 1.50 (s, 9H); MS: m/z 390.3 (M+H)+.

Provenance & Evidence