Tetrabutylammonium Fluoride → HCID 58932246, compound

Participants

Reaction Steps

A solution of (8E,12E,14E)-7-((4-(2,2-dimethylpropyl)piperazin-1-yl)carbonyl)oxy-6,10,12,16,20-pentamethyl-3,16,21-tris(triethylsiloxy)-18,19-epoxytricosa-8,12,14-trien-11-olide (9.7 mg, 9.5 μmol) in tetrahydrofuran (1 mL) was cooled to 5° C. Tetrabutylammonium fluoride (1.0M solution in tetrahydrofuran, 31 μL, 31 μmol) was added dropwise to the reaction mixture, and the reaction mixture was stirred at room temperature for two hours. The reaction mixture was diluted with ethyl acetate, and then the organic layer was washed with an aqueous solution of sodium hydrogencarbonate. The organic layer was dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The resulting residue was purified by thin-layer chromatography (Fuji Silysia NH Silica gel plate; methanol-methylene chloride, 1:49) to obtain the title compound (6.3 mg, 98%) as a colorless oil.

Provenance & Evidence