C(OC([N:8]1[C@@H:12]([CH2:13][CH2:14][C:15]2[CH:20]=[CH:19][C:18]([NH:21][C:22]3[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][CH:23]=3)=[CH:17][CH:16]=2)[CH2:11][O:10]C1(C)C)=O)(C)(C)C.Cl.[OH-].[Na+]>C1COCC1>[NH2:8][C@@H:12]([CH2:13][CH2:14][C:15]1[CH:20]=[CH:19][C:18]([NH:21][C:22]2[CH:23]=[CH:24][C:25]([Cl:28])=[CH:26][CH:27]=2)=[CH:17][CH:16]=1)[CH2:11][OH:10]To a solution of (S)-4-{2-[4-(4-chloro-phenylamino)-phenyl]-ethyl}-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester (220 mg) in THF (3 ml) in a pressure tube was added HCl solution (2.55 ml, 4 M solution in dioxane). The tube was sealed and the reaction mixture was shaken at 60° C. for 2 hours. The mixture was then cooled to room temperature and poured into 1 M aq. NaOH and extracted with EtOAc. The phases were then separated and the organic phase was dried over sodium sulphate and concentrated in vacuo to afford (S)-2-amino-4-[4-(4-chloro-phenylamino)-phenyl]-butan-1-ol (148 mg, quant.) as a yellow oil which was used in the next step without further purification. MS (ISP): 293.0 ([{37Cl}M+H]+), 291.1 ([{35Cl}M+H]+).
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