m-Chloroperbenzoic acid → HCID 86643706, compound

Participants

Reaction Steps

(S)-5-[3-(4-Tert-butoxycarbonylpiperazine-1-yl)phenyl]-9-methylthio-1,2,3,3a,4,5-hexahydro-5,8,10,10b-tetraazabenzo[e]azulen-6-one (0.560 g, 1.097 mmol) obtained in Step 1 was dissolved in dichloromethane (10 mL), and the mixture was stirred at room temperature for 30 minutes after adding 3-chloroperbenzoic acid (65%, 0.873 g, 3.29 mmol). A saturated aqueous sodium bicarbonate solution was added to the mixture, and the mixture was extracted with chloroform. The organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The resulting residue was dissolved in THF (5 mL), and the mixture was stirred at room temperature for 3 hours after adding a 2.0 mol/L ethylamine/THF solution (5.5 mL, 11.0 mmol). The mixture was concentrated, and the resulting residue was purified by silica gel column chromatography to give (S)-4-tert-butoxycarbonyl-1-[3-(9-ethylamino-6-oxo-2,3,3a,4-tetrahydro-1H,6H-5,8,10,10b-tetraazabenzo[e]azulen-5-yl)phenyl]piperazine-1-oxide (0.338 g, 54%).

Provenance & Evidence