2-(N-carbobenzyloxyaminosulfonyl)aminopentanoic acid methyl ester → 2-(Aminosulfonylamino)pentanoic acid methyl ester

Participants

Reaction Steps

A solution of 2-(N-carbobenzyloxyaminosulfonyl)aminopentanoic acid methyl ester (33 g) in methanol (250 ml) under nitrogen was cooled to 0° C. and 1.4 g of 10% Pd/C was added. The mixture was placed into a Parr Apparatus and hydrogenated at 55 psi for 2 hours. The catalyst was removed on a pad of CELITE® and the filtrate was concentrated in vacuo and purified by flash silica gel chromatography (50% ethyl acetate in hexane) to afford 13.5 g (76%) of 2-(amino sulfonyl)aminopentanoic acid methyl ester (Formula VII: R=CH3 ; R1 =H; R2 =propyl; R3 =H) as a solid.

Provenance & Evidence