Reaction SMILES: COC(=O)N.Cl.[C:7]([O:11][C:12](=[O:60])[NH:13][C@@H:14]1[CH2:19][CH2:18][CH2:17][N:16]([CH2:20][C:21]2[NH:22][C:23]([C:26]3[CH:31]=[CH:30][C:29]([C:32]4[CH:37]=[CH:36][C:35]([C:38]5[NH:39][C:40]([CH:43]6[CH2:47][CH2:46][CH2:45][N:44]6[C:48](=[O:58])[CH:49]([NH:53][C:54]([O:56][CH3:57])=[O:55])[CH:50]([CH3:52])[CH3:51])=[N:41][CH:42]=5)=[CH:34][CH:33]=4)=[CH:28][CH:27]=3)=[CH:24][N:25]=2)[C:15]1=[O:59])([CH3:10])([CH3:9])[CH3:8]>O1CCOCC1.ClCCl>[C:7]([O:11][C:12](=[O:60])[NH:13][C@H:14]1[CH2:19][CH2:18][CH2:17][N:16]([CH2:20][C:21]2[NH:22][C:23]([C:26]3[CH:27]=[CH:28][C:29]([C:32]4[CH:33]=[CH:34][C:35]([C:38]5[NH:39][C:40]([CH:43]6[CH2:47][CH2:46][CH2:45][N:44]6[C:48](=[O:58])[CH:49]([NH:53][C:54]([O:56][CH3:57])=[O:55])[CH:50]([CH3:52])[CH3:51])=[N:41][CH:42]=5)=[CH:36][CH:37]=4)=[CH:30][CH:31]=3)=[CH:24][N:25]=2)[C:15]1=[O:59])([CH3:8])([CH3:10])[CH3:9].[CH3:57][O:56][C:54](=[O:55])[NH:53][C@@H:49]([C:48]([N:44]1[CH2:45][CH2:46][CH2:47][CH:43]1[C:40]1[NH:39][C:38]([C:35]2[CH:34]=[CH:33][C:32]([C:29]3[CH:30]=[CH:31][C:26]([C:23]4[NH:22][C:21]([CH2:20][N:16]5[CH2:17][CH2:18][CH2:19][CH:14]([NH2:13])[C:15]5=[O:59])=[N:25][CH:24]=4)=[CH:27][CH:28]=3)=[CH:37][CH:36]=2)=[CH:42][N:41]=1)=[O:58])[CH:50]([CH3:52])[CH3:51]
Reactant: COC(=O)NC(C(=O)N1CCCC1c1ncc(-c2ccc(-c3ccc(-c4cnc(CN5CCC[C@@H](NC(=O)OC(C)(C)C)C5=O)[nH]4)cc3)cc2)[nH]1)C(C)C
Agent: COC(N)=O
Agent: Cl
Solvent: ClCCl
Solvent: C1COCCO1
Product: COC(=O)NC(C(=O)N1CCCC1c1ncc(-c2ccc(-c3ccc(-c4cnc(CN5CCC[C@H](NC(=O)OC(C)(C)C)C5=O)[nH]4)cc3)cc2)[nH]1)C(C)C
Product: COC(=O)N[C@@H](C(=O)N1CCCC1c1ncc(-c2ccc(-c3ccc(-c4cnc(CN5CCCC(N)C5=O)[nH]4)cc3)cc2)[nH]1)C(C)C
Reaction time: 1 h

Procedure:
(S)-{1-[5-(4′-{2-[1-(2-Methoxycarbonylamino-3-methyl-butyryl)-pyrrolidin-2-yl]-3H-imidazol-4-yl}-biphenyl-4-yl)-1H-imidazol-2-yl methyl]-2-oxo-piperidin-3-yl}-carbamic acid tert-butyl ester was prepared following the method described above. C0H50N8O6 calculated 738.4 observed [M+1]+ 739.5; rt=1.80 min. 1H (DMSO-d6): δ=8.09 (s, 1H), 7.90 (m, 8H), 7.30 (d, J=8.4 Hz, 1H), 6.97 (d, J=8.4 Hz, 1H), 5.10 (t, J=7.2 Hz, 1H), 7.85 (d, J=16.4 Hz, 1H), 4.56 (d, J=15.6 Hz, 1H), 4.09 (t, J=8.0 Hz, 1H), 3.99 (m, 2H), 3.82 (m, 2H), 3.51 (s, 2H), 3.43 (t, J=5.6 Hz, 1H), 2.20 (m, 1H), 2.14-1.86 (series m, 9H), 1.34 (s, 9H), 0.810 (m, 6H). The Following (Boc Deportation) Constitutes an Example of Method 804 (R)-{1-[2-(5-{4′42-(3-Amino-2-oxo-piperidin-1-ylmethyl)-3H-imidazol-4-yl]-biphenyl-4-yl}-1H-imidazol-2-yl)-pyrrolidine-1-carbonyl]-2-methyl-propyl}-carbamic acid methyl ester: A solution of hydrogen chloride (4N, 8 mL) in dioxane was added to a solution of (R)-{1-[5-(4′-{2-[1-(2-Methoxycarbonylamino-3-methyl-butyryl)-pyrrolidin-2-yl]-3H-imidazol-4-yl}-biphenyl-4-yl)-1H-imidazol-2-ylmethyl]-2-oxo-piperidin-3-yl}-carbamic acid tert-butyl ester (175 mg, 0.24 mmol) in dichloromethane (2 mL). After 1 hour the solvent was removed under reduced pressure. The resulting residue was placed on a high vacuum for 1 hour to provide (R)-{1-[2-(5-{4′-[2-(3-amino-2-oxo-piperidin-1-ylmethyl)-3H-imidazol-4-yl]-biphenyl-4-yl}-1H-imidazol-2-yl)-pyrrolidine-1-carbonyl]-2-methyl-propyl}-carbamic acid methyl ester. The yield was assumed to be 100% percent. A sample suitable for analysis was obtained by subjection to reverse phase chromatography with an eluent of 0.1% TFA in water and 0.1% TFA in acetonitrile. The product-containing fractions were combined and the solvent was removed by lyophilization. C35H42N8O4 calculated 638.3 observed [M+l]+ 639.4; rt=1.41 min. 1H (DMSO-d6): δ=8.33 (m, 1H), 8.12 (m, 1H), 7.99 (m, 1H), 7.92 (m, 6H), 7.26 (d, J=8.4 Hz, 1H), 5.13 (t, J=8.0 Hz, 1H), 4.83 (m, 2H), 4.09 (t J=8.0 Hz, 1H), 4.09-3.82 (series m, 6H), 2.36 (m, 2H), 2.14 (m, 2H), 1.96 (m, 4H), 0.76 (m, 6H).