Triethylamine → N-benzyloxycarbonyl-L-tryptophan ethyl ester

Participants

Reaction Steps

To a solution of N-benzyloxycarbonyl-L-tryptophan (1.69 g) and triethylamine (0.70 ml) in ethyl acetate (15 ml), ethyl 2-ethoxycarbonyloxyimino-2-cyanoacetate (1.08 g) is added, and the resulting mixture is stirred at room temperature for 1 hour and allowed to stand over night. The reaction mixture is treated as in Example A whereby crystals are obtained. The crystals are triturated with petroleum ether, and the obtained powder is collected by filtration, dried and recrystallized from an ethyl acetate-petroleum ether mixture to give N-benzyloxycarbonyl-L-tryptophan ethyl ester (1.4 g). M.P. 80 - 83°C.

Provenance & Evidence