[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:15]=[CH:16][CH:17]=[C:18]3[C:23]=2[CH:22]=[N:21][CH:20]=[CH:19]3)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>C(O)(C)C.[Pt]=O>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:15]=[CH:16][CH:17]=[C:18]3[C:23]=2[CH2:22][NH:21][CH2:20][CH2:19]3)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]The compound of Step 2 (2.8 g, 8.93 mmol) is dissolved in isopropanol (120 mL), and platinum oxide (1 g) is added. The mixture is pressurized to 45 psi under hydrogen and allowed to react for about 12 hours. The mixture is filtered, concentrated and chromatographed to give about 1.98 g of 8-(4-t-butyloxycarbonyl-piperazin-1-yl)-1,2,3,4-tetrahydroisoquinoline (70%).
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