Tosyl-L-asparagine → (2S)-6-[[(2S)-4-amino-4-oxo-2-(p-tolylsulfonylamino)butanoyl]amino]-2-[(4-aminophenyl)sulfonyl-isobutyl-amino]hexanoic acid

Participants

Reaction Steps

The title compound was prepared from Nα-isobutyl-Nα-(4-nitrobenzenesulfonyl)-L-lysine hydrochloride (400 mg, 1.03 mmol, example 5, step C) as described in general procedure Bc using Nα-(4-methylbenzenesulfonyl)-L-asparagine (286 mg, 1.0 mmol) which was prepared in step A this example. The final product, Nα-isobutyl-Nα-(4-nitrobenzenesulfonyl)-Nε-[N′α-(4-methylbenzenesulfonyl)-L-asparagyl]-L-lysine was subsequently hydrogenolysed following the indications of general procedure E. Purification by HPLC gave the desired material (185 mg, 76%).

Provenance & Evidence