Potassium Carbonate → HCID 11262245, compound

Participants

Reaction Steps

353 mg of the compound obtained in step 18-1 (mixture of diastereoisomers) was added under ice cooling and a nitrogen atmosphere to a suspension of 35 mg of sodium hydride in 3 mL of tetrahydrofuran, and the reaction mixture was stirred for 20 minutes. After this, a 2 mL tetrahydrofuran solution of 219 mg of 2,4-dimethoxybenzenesulfonyl chloride was added dropwise. The reaction mixture was stirred for 2 hours at the same temperature, after which 5 mL of ethyl acetate and 10 mL of a 5% potassium carbonate aqueous solution were added, and the reaction mixture was stirred for 30 minutes at room temperature. After liquid separation, the aqueous layer was extracted with ethyl acetate (10 mL×3), and the combined organic layer was dried with sodium sulfate, after which the drying agent was filtered off and the solvent was distilled off under reduced pressure. The residue thus obtained was separated and purified by column chromatography (silica gel 60, mobile phase: ethyl acetate) to obtain two kinds of diastereoisomer of the titled compound in amounts of 191 mg (isomer A: colorless, amorphous) and 75 mg (isomer B: colorless, amorphous).

Provenance & Evidence