[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C@@H:8]([NH:10][CH2:11][CH2:12][C@@:13]([NH:24][S@@](C(C)(C)C)=O)([C:17]2[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=2)[CH2:14][CH:15]=[CH2:16])[CH3:9])=[CH:4][CH:3]=1.O1CCOCC1.C([O-])([O-])=O.[Na+].[Na+]>Cl>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C@@H:8]([NH:10][CH2:11][CH2:12][C@:13]([C:17]2[CH:18]=[CH:19][C:20]([F:23])=[CH:21][CH:22]=2)([NH2:24])[CH2:14][CH:15]=[CH2:16])[CH3:9])=[CH:4][CH:3]=1A mixture of (R)—N—((R)-1-((S)-1-(4-bromophenyl)ethylamino)-3-(4-fluorophenyl)hex-5-en-3-yl)-2-methylpropane-2-sulfinamide (16 g, 32.2 mmol) in 4M HCl in dioxane (100 mL, 400 mmol) was stirred for 1 h at 0° C. The mixture was concentrated to give the residue, which was treated with saturated Na2CO3 solution. The resulting mixture was extracted with EtOAc, and the combined organic layers was concentrated to afford (R)—N1—((S)-1-(4-bromophenyl)ethyl)-3-(4-fluorophenyl)hex-5-ene-1,3-diamine (12 g, 100%), which was used for the next step without purification.
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