A One-Pot N-Protection of L-Arginine.

Article abstract of DOI:10.1016/S0040-4039(00)79455-X

A facile, one-pot synthesis of N^α-t-Butyloxycarbonyl,N^δ,N^ω-di-benzyloxycarbonyl-L-Arginine (3a) and N^α,N^δ,N^ω-tri-benzyloxycarbonyl-L-Arginine (3b) is reported.N^α-t-Butyloxycarbonyl-L-Arginine (1b) is treated with trimethylsilylchloride and the tri-silylated intermediate 2c is subsequently allowed to react with benzyloxycarbonyl chloroformate to give 3a in 50percent overall yield.Starting from 1a or 1c, 3b was prepared according to the same procedure in 72percent and 60-85percent yield, respectively.