1: 83 percent / triethylamine, 4-(N,N-dimethylamino)pyridine / CH2Cl2 / 5 h / -15 - 23 °C 2: 75 percent / sodium hydride / tetrahydrofuran / 3 h / Ambient temperature 3: 99 percent / hydrogen / Pd/C / ethyl acetate / 4 h View Scheme

1: 83 percent / triethylamine, 4-(N,N-dimethylamino)pyridine / CH2Cl2 / 5 h / -15 - 23 °C 2: 75 percent / sodium hydride / tetrahydrofuran / 3 h / Ambient temperature 3: 99 percent / hydrogen / Pd/C / ethyl acetate / 4 h 4: 83 percent / tetrabutylammonium fluoride monohydrate / tetrahydrofuran / 1 h / Ambient temperature View Scheme

1: 83 percent / triethylamine, 4-(N,N-dimethylamino)pyridine / CH2Cl2 / 5 h / -15 - 23 °C 2: 75 percent / sodium hydride / tetrahydrofuran / 3 h / Ambient temperature 3: 99 percent / hydrogen / Pd/C / ethyl acetate / 4 h 4: 83 percent / tetrabutylammonium fluoride monohydrate / tetrahydrofuran / 1 h / Ambient temperature 5: 81 percent / pyridinium dichromate / dimethylformamide / 24 h 6: 69 percent / potassium hydrogen carbonate / dimethylformamide / 24 h View Scheme

1: 83 percent / triethylamine, 4-(N,N-dimethylamino)pyridine / CH2Cl2 / 5 h / -15 - 23 °C 2: 75 percent / sodium hydride / tetrahydrofuran / 3 h / Ambient temperature 3: 99 percent / hydrogen / Pd/C / ethyl acetate / 4 h 4: 83 percent / tetrabutylammonium fluoride monohydrate / tetrahydrofuran / 1 h / Ambient temperature 5: 81 percent / pyridinium dichromate / dimethylformamide / 24 h View Scheme