Hydroxyamine hydrochloride → 2-Amino-4-(methylsulfanyl)butanimidic acid

Participants

Reaction Steps

N-(Benzylsulfonyl)-D-isoleucyl-N1-(4-cyanobenzyl)-L-methioninamide (100 mg, 0.19 mmol) was dissolved in ethanol (6 ml) and pyridine (0.6 ml), to which hydroxyamine hydrochloride (120 mg) was then added and stirred for 16 hours. After the solvent was distilled off under reduced pressure, the residue was dissolved in ethanol, filtered and then purified by preparative HPLC to give N-(benzylsulfonyl)-D-isoleucyl-N1-[4-(E)-amino(hydroxyimino)methyl]benzyl]-L-methioninamide (1.6 mg, 0.00003 mmol; yield 1.5%).

Provenance & Evidence