[Cl:1][C:2]1[CH:30]=[CH:29][C:5]([CH2:6][N:7]2[C:15]3[CH:14]=[CH:13][C:12]([O:16][CH3:17])=[C:11]4[S:18][CH:19]([CH3:22])[C:20](=O)[C:9]([C:10]=34)=[C:8]2[CH2:23][C:24]([O:26][CH2:27][CH3:28])=[O:25])=[CH:4][CH:3]=1.[BH3-]C#N.[Na+]>ClCCCl.C(Cl)Cl.[Zn+2].[I-].[I-]>[Cl:1][C:2]1[CH:30]=[CH:29][C:5]([CH2:6][N:7]2[C:15]3[CH:14]=[CH:13][C:12]([O:16][CH3:17])=[C:11]4[S:18][CH:19]([CH3:22])[CH2:20][C:9]([C:10]=34)=[C:8]2[CH2:23][C:24]([O:26][CH2:27][CH3:28])=[O:25])=[CH:4][CH:3]=1To a suspension of product from Step 2 (886 mg) in 1,2-dichloroethane (16 mL) there was added ZnI2 (960 mg) and NaCNBH3 (440 mg). The mixture was heated to 60° for 1 hour, cooled, diluted with CH2Cl2, washed 3× with H2O, dried over Na2SO4, filtered and evaporated to afford the title product as an oil which slowly solidified. It was used as such in the next step.
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