Hydrogen Peroxide → HCID 86713196, compound

Participants

Reaction Steps

Trifluoroacetic acid (118 μL, 1.53 mmol) is added to a stirred solution of the product of step 6, Example 8 (303 mg, 0.764 mmol) and pyridine (124 μL, 1.53 mmol) in tetrahydrofuran (4.78 mL) at 0° C. and after 5 min of stirring bis(benzyloxy)(diisopropylamino)phosphine (0.499 mL, 1.34 mmol) is added dropwise before the reaction mixture is warmed to room temperature. After 7 hours the reaction mixture is cooled at 0° C. and 30% Hydrogen peroxide in water (137 μL, 1.34 mmol) is added dropwise. The mixture is warmed to rt and stirred for 30 min before being diluted with ethyl acetate and quenched with sat. sodium bisulfite solution. The layers were separated and the organic phase washed with brine, dried, and concentrated. The residue is purified by CombiFlash (2×, 12 g column) eluting with 0-100% ethyl acetate in hexanes to arrive at the title compound (310 mg): MS (ESI+) m/z 657.4 [M+H].

Provenance & Evidence