Trichloroisocyanuric Acid → HCID 118590542, compound

Participants

Reaction Steps

To a solution of (2R)-tert-butyl 2-(5-fluoro-2-((tetrahydrofuran-3-yl)oxy)phenyl)-4-hydroxypyrrolidine-1-carboxylate (18.0 g, 49 mmol) in DCM (150 mL) at −40° C. was added trichloroisocyanuric acid (12.5 g, 54 mmol) followed by 2,2,6,6-tetramethylpiperidino-1-oxy (TEMPO) (0.76 g, 4.9 mmol). After stirring 1 h at −40° C. to −10° C., the reaction mixture was poured into cold saturated aqueous NaHCO3 solution (200 ml), extracted with DCM (400 ml), combined extracts were washed with water and brine solution, dried over anhydrous sodium sulfate and concentrated to dryness to give the corresponding ketone (17.5 g, crude yield 98%) as pale yellow oil, which was used without purification in the next step. MS (ESI): m/z 266.2 (de-Boc), (M+H).

Provenance & Evidence