Acetone → HCID 18461546, compound

Participants

Reaction Steps

200 mg (0.75 mmol) of the compound from Example 7, 0.08 ml of a 2.5% strength osmium tetroxide solution in tert-butanol and 180 mg of N-methylmorpholine N-oxide were dissolved in 2.5 ml of acetone and stirred at RT for 15 h. The mixture was concentrated and the residue was chromatographed over silica gel (mobile phase: dichloromethane/methanol (100:4)). Yield: 161 mg of a diastereomer mixture. Diastereomer ratio: 1:5:5:1 (HPLC). MS (DCI/NH3): m/e=316 (M+NH4)

Provenance & Evidence