tert-Butyl 5-((6-(benzyloxy)-3,4-dihydroisoquinolin-2(1H)-yl)methyl)-2,2-dimethyl-1,3-dioxan-5-ylcarbamate → tert-Butyl 5-((6-hydroxy-3,4-dihydroisoquinolin-2(1H)-yl)methyl)-2,2-dimethyl-1,3-dioxan-5-ylcarbamate

Participants

Reaction Steps

A mixture of the product of Example 38, Step E, (0.13 g; 0.27 mmol) and 10% Pd/C (0.3 g) in EtOAc (15 ml) was vigorously stirred at room temperature for 3 h under H2 (balloon). The catalyst was removed by filtration through the Celite pad, washed with CH2Cl2 (2×10 ml) and combined filtrates were evaporated to dryness under reduced pressure to give the title compound (0.105 g; 99%) as colourless solid. 1H-NMR (CDCl3) 1.4 (s, 3H); 1.42 (s, 9H); 1.44 (s, 3H); 2.7-2.85 (m, 4H); 2.91 (s, 2H); 3.8 (s, 2H); 3.82 (d, 2H, J=11.6 Hz); 4.05 (d, 2H, J=11.6 Hz); 4.98 (broad s, 1H); 5.5 broad s, 1H); 6.52-6.6 (m, 2H); 6.76 (d, 1H, J=8.2 Hz).

Provenance & Evidence