Water → HCID 90281918, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of tert-butyl 4-(bromomethyl)thiophene-2-carboxylate (2.00 g) in N,N-dimethylformamide (19.8 mL) were added tert-butyl L-alaninate hydrochloride (2.62 g) and triethylamine (4.02 mL), followed by heating at 60° C. for 12 hours. To the reaction suspension was added water, followed by extraction with ethyl acetate. The organic layer was washed with a saturated aqueous sodium chloride solution, then dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane-ethyl acetate) to obtain tert-butyl 4-({[(2S)-1-tert-butoxy-1-oxopropan-2-yl]amino}methyl)thiophene-2-carboxylate (1.31 g).

Provenance & Evidence