Sodium Sulfite → HCID 68506124, compound

Participants

Reaction Steps

A solution (0.11 M) of methyl 14-cyclohexyl-7,8-dihydroindolo[2,1-a][2]benzazocine-11-carboxylate (prepared as in Example 41, Step 3) in acetone/THF/H2O (1/1/1) was treated with N-methylmorpholine-N-oxide (1.2 eq), followed by OsO4 (4% wt in H2O, 0.1 eq) and left stirring at RT overnight. The clear solution was then treated with 10% wt Na2SO3 and left stirring for 30 min, then diluted with H2O and extracted with EtOAc. The organic phase was washed with brine, dried over Na2SO4 and evaporated i. vac. to give the clean title compound as a creamy solid; MS (ES+) m/z 420 (M+H)+.

Provenance & Evidence