Triethylamine → HCID 15550574, compound

Participants

Reaction Steps

To tert-butyl-2-aminopropanoate (2.0 g, 11.0 mmol) in 20 mL of dichloromethane at 0° C. was added triethylamine (6.75 mL, 48.4 mmol) followed by 4-(2-butynyloxy)phenylsulfonyl chloride (2.94 g, 12.1 mmol). An additional 10 mL of dichloromethane was added to the thick slurry. The mixture was stirred overnight then diluted with dichloromethane and washed sequentially with water, 2N aqueous citric acid and brine, then dried over anhydrous sodium sulfate. Filtration and concentration in vacuo gave a solid that was triturated with hexanelethyl acetate to give tert-butyl 3-({[4-(2-butynyloxy)phenyl]sulfonyl}amino)propanoate (3.88 g) as an off-white solid, mp 63-65° C. Analysis for C17H23NO5S: Calc'd: C, 57.77; H, 6.56; N, 3.96. Found: C, 57.68; H, 6.42; N, 3.90. Electrospray Mass Spec 354.2 (M+H)+.

Provenance & Evidence