Acetyl chloride → HCID 67461057, compound

Participants

Reaction Steps

To a solution of [2R,3S,4R,5R]-2,3,4-trisbenzyloxy-5-benzyloxymethyl-1-[3-(4-methoxybenzyl)phenyl]cyclohexanol (20 mg), triethylamine (0.008 mL) and 4-dimethylamino-pyridine (0.7 mg) in dichloromethane (0.10 mL), acetic anhydride (0.003 mL) was added under cooling with ice and the reaction mixture was stirred at room temperature for two hours. Then, acetyl chloride (0.003 mL) was added thereto under cooling with ice and the reaction mixture was stirred at room temperature for 30 minutes. a saturated sodium hydrogen-carbonate aqueous solution was added thereto and the mixture was extracted with dichloromethane, and the organic layer was dried over anhydrous magnesium sulfate. The solvent was concentrated and the obtained residue was purified by preparative TLC [developing solution=ethyl acetate:n-hexane (2:5)] to obtain the title compound (4.2 mg).

Provenance & Evidence