Water → HCID 18009504, compound

Participants

Reaction Steps

To a solution of 1-phenyl-1-(3-(2-methoxyphenyl)-3-oxo-2-azaprop-1-yl)-4-methylidenecyclohexane (Example 165, 22.3 mg, 0.66 mmol) in 1.0 mL of THF was added OsO4 (33.8 mg, 0.13 mmol), pyridine (0.5 mL) and water (0.5 mL). The mixture was stirred at rt for 17 h. To the reaction mixture was then added 1 mL of saturated NaHSO3 solution. After 1 h, the volatiles were removed by vacuum and the residue was loaded onto silica gel and eluted with first EtOAc/Hexane (1:1) then EtOAc to give the title compound as a 2:1 mixture of diastereomers.

Provenance & Evidence