Triethylamine → HCID 66839529, compound

Participants

Reaction Conditions

Reaction Steps

Triethylamine (0.209 mL) and methanesulfonyl chloride (58 uL) were added to a solution of tert-butyl N′-[(2S*,3R*)-5-hydroxy-3-methoxymethoxy-2-(3,4,5-trifluorophenyl)pentanoyl]hydrazinecarboxylate (264 mg) in methylene chloride (10 mL) at 0° C. The reaction solution was stirred at 0° C. for 30 minutes. Then, ethyl acetate and saturated sodium bicarbonate water were added to the reaction solution, and the organic layer was separated. The resulting organic layer was washed with brine, dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. Subsequently, lithium chloride (265 mg) was added to a solution of the residue in DMF (5 mL), and the reaction solution was stirred at 80° C. for three hours. The reaction solution was left to cool to room temperature. Then, water and ethyl acetate were added to the reaction solution, and the organic layer was separated. The resulting organic layer was washed with brine, dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (elution solvent: heptane-ethyl acetate system) to obtain 87.5 mg of the title compound. The property value of the compound is as follows.

Provenance & Evidence