1.1: NaH / dimethylformamide / 0 °C 1.2: 19.5 g / dimethylformamide / 16 h / 20 °C 2.1: sec-BuLi / tetrahydrofuran / 2 h / -78 °C 2.2: 86 percent / tetrahydrofuran / 1 h / -78 - 0 °C 3.1: Na2HPO4; m-chloroperbenzoic acid / CH2Cl2; CHCl3 / 1 h / 20 °C 4.1: 13.8 g / NaOH / methanol / 2 h 5.1: K2CO3; tetrabutylammonium iodide / dimethylformamide / 72 h / 20 °C 6.1: 1.45 g / aq. HCl / tetrahydrofuran / 1 h View Scheme

1.1: NaH / dimethylformamide / 0 °C 1.2: 19.5 g / dimethylformamide / 16 h / 20 °C 2.1: sec-BuLi / tetrahydrofuran / 2 h / -78 °C 2.2: 86 percent / tetrahydrofuran / 1 h / -78 - 0 °C 3.1: Na2HPO4; m-chloroperbenzoic acid / CH2Cl2; CHCl3 / 1 h / 20 °C 4.1: 13.8 g / NaOH / methanol / 2 h 5.1: K2CO3; tetrabutylammonium iodide / dimethylformamide / 72 h / 20 °C 6.1: 1.45 g / aq. HCl / tetrahydrofuran / 1 h 7.1: 85 percent / NaBH4 / tetrahydrofuran; propan-2-ol / 16 h / 20 °C View Scheme

1: 1H-imidazole; 4-(N,N-dimethlyamino)pyridine / dichloromethane / 3 h / 20 °C 2: hydrogenchloride / tetrahydrofuran; water / 2 h / 20 °C View Scheme

1: 98 percent / imidazole / dimethylformamide / Ambient temperature 2: 1.) LDA, potassium 1,1-dimethylpropoxide, 2.) B(OMe)3, 3.) 30percent aq. H2O2 3: 1.) (PhO)3PCH3I, 2.) Bu4NF / 1.) DMF, RT, 24 h, 2.) THF, RT, 4 h 4: 98 percent / aq. HCl / methanol / 2 h / Ambient temperature 5: 95 percent / NaBH4, MeOH / 2 h / 0 - 5 °C View Scheme

sodium methylate in methanol T=65°C; 1.58333 h;

1: 98 percent / imidazole / dimethylformamide / Ambient temperature 2: 1.) LDA, potassium 1,1-dimethylpropoxide, 2.) B(OMe)3, 3.) 30percent aq. H2O2 3: 1.) (PhO)3PCH3I, 2.) Bu4NF / 1.) DMF, RT, 24 h, 2.) THF, RT, 4 h 4: 98 percent / aq. HCl / methanol / 2 h / Ambient temperature View Scheme