Triacetoxyperiodinane → HCID 86606926, compound

Participants

Reaction Steps

Dess-Martin periodinane (0.6 g, 1.4 mmol) was added to a solution of (4S)-8-[(2R,3R,4R)-2-[(1R)-1-(3,5-bis(trifluoromethyl)phenyl)ethoxy]-3-(4-fluorophenyl)-tetrahydropyran-4-yl]methyl-2-oxa-8-aza-spiro[4.5]decan-4-ol (Example 3; 0.85 g, 1.4 mmol) in dichloromethane (20 ml). The mixture was stirred at room temperature for 4 hours then quenched by addition of saturated sodium hydrogen carbonate. After 30 minutes the mixture was partitioned between water and dichloromethane. The organic extracts were dried and concentrated. The residue was chromatographed on silica gel eluting with 2% methanol/dichloromethane to give the title compound (510 mg, 60%).

Provenance & Evidence