2,2,2-Trifluoroethanol → HCID 86710530, compound

Participants

Reaction Steps

Di-tert-butyl azodicarboxylate (2.96 g, 12.83 mmol) was added to an ice cooled mixture of tert-butyl (3S)-3-hydroxypyrrolidine-1-carboxylate (2 g, 10.70 mmol), 2,2,2-trifluoroethanol (10.70 g, 106.95 mmol) and triphenylphosphine (3.37 g, 12.83 mmol) in THF (24 mL). The mixture was stirred at 70 C for 16 h. The mixture was concentrated under vacuum and the residue was purified by FCC, eluting with a gradient of EtOAc in heptane. The white solid collected was washed with heptane and the filtrate was concentrated to afford the title compound (1.263 g, 44%), which was used without further purification. Method B HPLC-MS: MH+ requires m/z=270 Found: m/z=214 (M minus tert-butyl), Rt=2.02 min (82%).

Provenance & Evidence