[CH2:1]([O:3][C:4](=[O:25])[C:5]([NH:21][C:22](=[O:24])[CH3:23])([CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[N+:18]([O-])=O)[C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH3:2].[H][H]>CCO.[Pd]>[CH2:1]([O:3][C:4](=[O:25])[C:5]([NH:21][C:22](=[O:24])[CH3:23])([CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[NH2:18])[C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH3:2]A mixture of 1.0 eq. of 79 and 0.1 wt/wt eq. of 10% Pd on carbon in EtOH was hydrogenated at 10-60 psi of hydrogen for a time sufficient for reaction completion. The reaction mixture was filtered through Celite. The filtrate was concentrated by rotary evaporation. The crude material was dried under vacuum to give product 80.
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