1: N-t-butoxycarbonyl-4-methylpiperidine-4-carboxylic acid With diphenyl phosphoryl azide; triethylamine in toluene T=90°C; 2 h; 2: benzyl alcohol in toluene T=90°C; 18 h;

1.1: lithium diisopropyl amide / tetrahydrofuran / 1 h / -78 °C / |Inert atmosphere 1.2: -78 - 20 °C / |Inert atmosphere 2.1: lithium hydroxide hydrate / tetrahydrofuran; water / 45 °C 3.1: triethylamine; diphenyl phosphoryl azide / toluene / 20 - 80 °C / |Inert atmosphere View Scheme

1: lithium hydroxide hydrate / tetrahydrofuran; water / 45 °C 2: triethylamine; diphenyl phosphoryl azide / toluene / 20 - 80 °C / |Inert atmosphere View Scheme

1.1: potassium carbonate / N,N-dimethyl-formamide / 20 °C / |Inert atmosphere 2.1: lithium diisopropyl amide / tetrahydrofuran / 1 h / -78 °C / |Inert atmosphere 2.2: -78 - 20 °C / |Inert atmosphere 3.1: lithium hydroxide hydrate / tetrahydrofuran; water / 45 °C 4.1: triethylamine; diphenyl phosphoryl azide / toluene / 20 - 80 °C / |Inert atmosphere View Scheme

hydrogen; palladium 10 on activated carbon in methanol T=25°C; 16 h;

hydrogenchloride in 1,4-dioxane T=50°C;