(2S,3S)-2-tert-butoxycarbonylamino-3-(2-nitro-phenylamino)-butyric acid → (2S,3S)-3-(2-amino-phenylamino)-2-tert-butoxycarbonylamino-butyric acid

Participants

Reaction Steps

A flask containing a solution of (2S,3S)-2-tert-butoxycarbonylamino-3-(2-nitro-phenylamino)-butyric acid (5.8 g, 17.1 mmol) in ethanol (60 ml) was purged with nitrogen followed by the addition of 10% palladium on carbon (600 mg). The atmosphere above the ethanol solution was exchanged for hydrogen and the reaction mixture stirred vigorously for 30 minutes at atmospheric pressure. The reaction mixture was filtered through a pad of celite and concentrated in vacuo to give (2S,3S)-3-(2-amino-phenylamino)-2-tert-butoxycarbonylamino-butyric acid which was used in the subsequent step without further purification (5.29 g, 100%).

Provenance & Evidence