4-Methoxybenzylamine → ethyl (2S*,3R*)-3-(t-butyldimethylsilyloxy)-2-(4-methoxybenzylaminomethyl)butanoate

Participants

Reaction Steps

To a solution of ethyl 2-[1-(t-butyldimethylsilyloxy)ethyl]acrylate (5 g) in methanol (50 ml) was added 4-methoxybenzylamine (2.65 g) at room temperature. After stirring for 2 days, the solvent was removed from the reaction mixture. The residue was column-chromatographed on silica gel in a usual manner (eluent : a mixture of hexane and ethyl acetate, 2:1 to 1:1) to give ethyl (2S*,3R*)-3-(t-butyldimethylsilyloxy)-2-(4-methoxybenzylaminomethyl)butanoate (6.435 g).

Provenance & Evidence