Acetic Anhydride → HCID 58619154, compound

Participants

Reaction Steps

A solution of acetic anhydride (0.74 mg, 7 μmol) in dichloromethane (0.1 mL) was added dropwise to a solution of (8E,12E,14E)-6,7,21-trihydroxy-6,10,12,16,20-pentamethyl-18,19-epoxytricosa-2,8,12,14-tetraen-11-olide (3.3 mg, 6.9 μmol), triethylamine (3.6 mg, 35 μmol) and dimethylaminopyridine (0.4 mg, 3.5 μmol) in dichloromethane (1 mL), followed by stirring at room temperature for 30 min. under nitrogen atmosphere. A solution of acetic anhydride (0.2 mg, 1.9 μmol) in dichloromethane (20 μL) was added dropwise thereto and the mixture was stirred at the same temperature for 30 min. Further, a dichloromethane solution (20 μL) of acetic anhydride (0.2 mg, 1.9 μmol) was added dropwise thereinto and the mixture was stirred at the same temperature for 30 min. Ethyl Acetate and water were added to the reaction solution, and the mixture was extracted with ethyl acetate. The resulting organic layer was dried over anhydrous magnesium sulfate, filtered and then evaporated. The resulting residue was purified by thin layer chromatography (MERCK Silica gel 60 F254, 0.2 mm, developing solution; ethyl acetate-hexane, 4:5) to obtain the title Compound B43-1 (0.8 mg, 21%) and Compound B43-2 (2.6 mg, 73%) as colorless oils, respectively.

Provenance & Evidence