1: With sodium methylate in methanol T=0°C; 0.5 h; 2: With lithium hydroxide hydrate in tetrahydrofuran; water T=0°C; 0.5 h; 3: in tetrahydrofuran; water

1: 72 percent / hydrogen, acetic acid / 10percent Pd/C / methanol; toluene / 1 h 2: Amberlite IRA-400(OH-) / methanol / 3 h / Ambient temperature View Scheme

water; triethylamine T=21°C; 7 h;

in water Ambient temperature;

Amberlite IRA-400(OH-) in methanol 3 h; Ambient temperature;

1.1: trimethylsilyl trifluoromethanesulfonate / ethyl acetate / 3 h / 50 °C / |Inert atmosphere 2.1: trimethylsilylazide / tert-butyl alcohol / 12 h / 80 °C / |Inert atmosphere 3.1: toluene / 2 h / |Inert atmosphere; |Reflux 4.1: sodium methylate / methanol / 0.5 h / 0 °C 4.2: 0.5 h / 0 °C 4.3: Amberlite IR-120 resin (NH4+ form View Scheme

1.1: trimethylsilylazide / tert-butyl alcohol / 12 h / 80 °C / |Inert atmosphere 2.1: toluene / 2 h / |Inert atmosphere; |Reflux 3.1: sodium methylate / methanol / 0.5 h / 0 °C 3.2: 0.5 h / 0 °C 3.3: Amberlite IR-120 resin (NH4+ form View Scheme

sodium hydroxide; potassium carbonate in water T=20°C; 32 h;

triethylamine in methanol 1) 50 deg C; 2) 21 deg C;