in acetone 1.) room temp., 24 h, 2.) reflux, 1 h;

triethylamine in tetrahydrofuran T=0°C; 4.5 h;

methanol; magnesium 0.333333 h; sonication: 35 kHz, 120-240 W;

1: tributylamine / tetrahydrofuran / 0.17 h / -20 °C 2: 152 mg / aq. NH3 / tetrahydrofuran / 1 h / 0 °C 3: pyridine; [bis(trifluoroacetoxy)iodo]benzene / dimethylformamide; H2O / 3 h / 0 - 20 °C 4: 304 mg / NaHCO3 / dioxane; H2O / 0 - 20 °C View Scheme

1: pyridine; [bis(trifluoroacetoxy)iodo]benzene / dimethylformamide; H2O / 3 h / 0 - 20 °C 2: 304 mg / NaHCO3 / dioxane; H2O / 0 - 20 °C View Scheme

hydrogenchloride in acetic acid T=20°C; deprotection; 0.25 h;

5 Pd(II)/C(eggshell); hydrogen in methanol 18 h;