Ethyl Acetate → HCID 23449266, compound

Participants

Reaction Conditions

Reaction Steps

7-(4-Nitrobenzyloxycarbonylamino)acetyl-imidazo[5,1-b]thiazole (2.52 g) was suspended in 50 ml of anhydrous THF. The suspension was cooled in an argon atmosphere to −70° C. Tri-n-butylstannyl chloride (3 ml) was added to the suspension. A solution (31.5 ml) of 1 N lithiumbis(trimethylsilyl)amide in THF was then added dropwise thereto over a period of 20 min. The mixture was allowed to react at the same temperature for one hr. The reaction solution was poured into a mixed solution composed of 250 ml of ethyl acetate and 150 ml of 15% brine. The organic layer was washed with 15% brine, and then dried over anhydrous magnesium sulfate. The solvent was removed by distillation. The residue was purified by column chromatography on silica gel (ethyl acetate:dichloromethane=1:10) to give 1.41 g of the title compound.

Provenance & Evidence