tert-Butanol → HCID 21084092, compound

Participants

Reaction Steps

Triethylamine (0.076 mL, 0.55 mmol) and diphenylphosphoryl azide (0.119 mL, 0.55 mmol) were added to a solution of the compound of Example 59 (174 mg, 0.5 mmol) in dry tert-butanol (5 mL) and the mixture heated under reflux under nitrogen for 6 h. The cooled mixture was poured into saturated NaHCO3(aq) (20 mL) and extracted with DCM (2×20 mL). The combined organic fractions were dried (MgSO4), filtered and concentrated in vacuo. The crude product was purified by flash column chromatography on silica (EtOAc) to give the title compound (1 96 mg, 94%). δH (CDCl3) 7.5–7.25 (11H, m), 6.70 (1H, br s), 6.46 (1H, d, J 9 Hz), 1.29 (9H, s). m/z (ES+) 419 (M+H)+.

Provenance & Evidence