C([O:8][C:9]1[CH:18]=[C:17]2[C:12]([CH:13]=[CH:14][CH:15]=[C:16]2[NH:19][C:20](=[O:30])[CH2:21][NH:22][C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24])=[CH:11][CH:10]=1)C1C=CC=CC=1>CCO.[Pd]>[C:26]([O:25][C:23]([NH:22][CH2:21][C:20]([NH:19][C:16]1[C:17]2[C:12](=[CH:11][CH:10]=[C:9]([OH:8])[CH:18]=2)[CH:13]=[CH:14][CH:15]=1)=[O:30])=[O:24])([CH3:29])([CH3:27])[CH3:28]To a solution of N-(7-benzyloxynaphthalen-1-yl)(tert-butoxycarbonylamino)acetamide, as described above in Step K, (1.22 g, 3.01 mmol) in EtOH (30 mL) was added 10% Pd-C on carbon (220 mg) and the reaction mixture was stirred under an atmosphere of hydrogen (ca. 1 atm) at ambient temperature for 18 hrs. The mixture was filtered through a pad of celite, washing with EtOH, and the filtrate was concentrated in vacuo to give a crude product. This was purified by flash column chromatography on silica, eluting with EtOAc, to yield the titled product as a pale solid.
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