Water → HCID 69352570, compound

Participants

Reaction Steps

A mixture of tert-butyl[3-[2-(4-tert-butyldimethylsilyloxybenzylamino)-5-chlorophenoxy]benzyl]carbamate (2.58 g, 5 mmols), ethylsuccinyl chloride (1.1 ml, 7.5 mmols), 4-dimethylaminopyridine (0.92 g, 7.5 mmols) and tetrahydrofuran (30 ml) was stirred at room temperature for 3 hours. The reaction mixture was poured into water, and extracted with ethyl acetate. The extract was washed with brine, and then dried with anhydrous magnesium sulfate. This was concentrated under reduced pressure, and the residue was purified through silica gel column chromatography to give an oil of ethyl N-(4-tert-butyldimethylsilyloxybenzyl)-N-[2-[3-(tert-butoxycarbonylaminomethyl)phenoxy]-4-chlorophenyl]succinamate (2.18 g, 31.3%).

Provenance & Evidence