tert-butyl N-(2-oxoethyl)carbamate → HCID 118379312, compound

Participants

Reaction Steps

To a solution of tert-butyl 2-(((Z)-(2-(((2R,3S)-2-(((2-aminoethyl)amino)methyl)-4-oxoazetidin-3-yl)amino)-1-(2-((tert-butoxycarbonyl)amino)thiazol-4-yl)-2-oxoethylidene)amino)oxy)-2-methylpropanoate (100 mg, 0.176 mmol) in DCE (1.8 mL) was added tert-butyl(2-oxoethyl)carbamate (27.9 mg, 0.176 mmol). After stirring for 2 h, sodium triacetoxyborohydride (112 mg, 0.527 mmol) was added. After 12 h, the reaction mixture was quenched with saturated NaHCO3 (aq) and extracted with EtOAc. The organic layer was washed with brine, dried over Na2SO4 and concentrated in vacuo. It was used as crude in step 2.

Provenance & Evidence