Hydrochloric Acid → Ammonia

Participants

Reaction Steps

100 mg of dimethyl 3-tert-butoxycarbonylamino-4-(2-fluoroethoxy)pentanedicarboxylate (27) were dissolved in 50 ml of MeOH and treated with stirring with 1 ml of HCl (6N). The reaction mixture was heated to reflux for 15-20 min, concentrated to dryness, diluted with 50 ml of water, and the hydrochloride was filtered off and carefully washed with 3×5 ml of water. The amino acid 28 was isolated by means of ion exchange chromatography on a 50 w×8 Dowex column in H+ form (eluent: 5% NH3 aq).

Provenance & Evidence