Methyl morpholine oxide → HCID 21084077, compound

Participants

Reaction Steps

To a stirred solution of the compound of Example 95 (50 mg) in 8:1 acetone-water (10 mL) was added 4-methylmorpholine N-oxide (100 mg) followed by a catalytic amount of OsO4. The reaction mixture was stirred for 16 h and then poured into saturated NaHCO3 solution (20 mL). The product was extracted with DCM (2×20 mL) and the combined organic fractions dried over MgSO4, filtered and solvent removed in vacuo. The crude product was purified by column chromatography (silica, 10% EtOH in DCM) to give the title compound as a solid (32 mg). δH (CDCl3) 7.8–7.1 (11H, m), 6.44 (1H, d, J 10 Hz), 5.62 (1H, bs), 3.7–3.1 (5H, m). LCMS (ES+) 421 (M+H)+.

Provenance & Evidence