Acetic Acid → HCID 69434767, compound

Participants

Reaction Steps

A solution of Compound 143 (0.166 g, 0.44 mmol) in dichloroethane was added with acetic acid (0.176 mL, 3.08 mmol) and tetrahydro-4-pyranone (0.224 mL, 2.42 mmol) followed by stirring for 20 minutes. The mixture was added with sodium triacetoxyborohydride (0.345 g, 1.63 mmol) followed by stirring at room temperature overnight. The reaction mixture was added with a 2 mol/L aqueous sodium hydroxide solution and extracted with chloroform three times. The organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (chloroform:2 mol/L ammonia-methanol solution=7:1). The obtained crystals were recrystallized from ethanol-diisopropyl ether to obtain Compound 154 (44.2 mg, 0.093 mmol, 44%).

Provenance & Evidence