[C:1]([O:5][C:6](=[O:35])[NH:7][C:8]1([CH2:16][CH2:17][C:18]2[CH:23]=[CH:22][C:21]([CH2:24][CH2:25][CH2:26][NH:27][C:28]3[CH:33]=[CH:32][C:31]([F:34])=[CH:30][CH:29]=3)=[CH:20][CH:19]=2)[CH2:13][O:12][C:11]([CH3:15])([CH3:14])[O:10][CH2:9]1)([CH3:4])([CH3:3])[CH3:2].C=O.[CH3:38]CN(C(C)C)C(C)C.[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+]>O.ClCCCl.CC(O)=O.C(Cl)Cl>[F:34][C:31]1[CH:32]=[CH:33][C:28]([N:27]([CH3:38])[CH2:26][CH2:25][CH2:24][C:21]2[CH:22]=[CH:23][C:18]([CH2:17][CH2:16][C:8]3([NH:7][C:6](=[O:35])[O:5][C:1]([CH3:2])([CH3:3])[CH3:4])[CH2:13][O:12][C:11]([CH3:15])([CH3:14])[O:10][CH2:9]3)=[CH:19][CH:20]=2)=[CH:29][CH:30]=1To a stirred solution of the product of Step C (0.04 g, 0.08 mmol), formaldehyde solution in H2O (0.25 ml) in 1,2-dichloroethane (5 ml) 4 drops of DIPEA was added at room temperature, followed by 5 drops of AcOH and NaBH(OAc)3 (0.04 g, 0.19 mmol). The mixture was stirred overnight at room temperature and diluted to 20 ml with CH2Cl2. The organic layer was washed with aqueous NaHCO3, H2O, dried over MgSO4 and filtered. The filtrate was evaporated to dryness and the residue was purified by FCC (SiO2) to give the product (0.035 g), as creamy paste. 1H-NMR (CDCl3) 1.40 (s, 3H); 1.42 (s, 3H); 1.46 (s, 9H); 1.84-1.99 (m, 4H); 2.5-2.61 (m, 4H); 2.85 (s, 3H); 3.25 (tr, 2H, J=7.41 Hz); 3.66 (d, 2H, J=11.8 Hz); 3.88 (d, 2H, J=11.7 Hz); 4.85 (s, 1H); 6.54-6.59 (m, 2H); 6.86-6.92 (m, 2H); 7.07 (s, 4H).
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