[C:1]([NH:4][C:5]([CH:13]([F:15])[F:14])([CH2:9][CH2:10][CH2:11][NH2:12])[C:6]([OH:8])=[O:7])(=[O:3])[CH3:2].Br.C([NH+:19]=[C:20]([NH2:22])S)C.Cl>[OH-].[Na+]>[C:1]([NH:4][C:5]([CH:13]([F:14])[F:15])([CH2:9][CH2:10][CH2:11][NH:12][C:20]([NH2:22])=[NH:19])[C:6]([OH:8])=[O:7])(=[O:3])[CH3:2]To a solution of 2-acetylamino-5-amino-2-difluoromethylpentanoic acid (0.45 g) in 4 ml of 0.5 M aqueous sodium hydroxide is added 1.8 g of ethylthiouroniumhydrobromide. the pH of the solution is adjusted to 9 with a solution of sodium hydroxide and maintained at that pH for 24 hours. The reaction mixture is then neutralized to a pH of 7 with hydrochloric acid and 2-acetylamino-2-difluoromethyl-5-guanidinopentanoic acid is isolated by ion exchange chromatography on an Amberlite IR 120 resin.
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