1.1: potassium tert-butylate / tetrahydrofuran / 1.33 h / 25 - 35 °C / Inert atmosphere 1.2: 3 - 5 h / 25 - 35 °C / Inert atmosphere 1.3: Cooling 2.1: triethylamine / 4-(N,N-dimethlyamino)pyridine / tert-butyl methyl ether / 2 h / 25 - 35 °C / Inert atmosphere 3.1: ethylaluminum dichloride / dichloromethane; toluene / 20 h / 0 - 35 °C / Inert atmosphere 3.2: Cooling 4.1: hydrogen / palladium on activated charcoal / ethyl acetate / 16 h / 25 - 35 °C / 3620.13 Torr 5.1: tert.-butylhydroperoxide; sodium hypochlorite / ethyl acetate; water / 7 h / 0 - 5 °C 6.1: potassium carbonate; hydrogen / palladium on activated charcoal / dichloromethane / 24 h / 20 °C 7.1: hydrogen / palladium 10 on activated carbon / ethyl acetate / 16 h / 45 - 50 °C / 2585.81 Torr 8.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 5 h / 0 - 10 °C 8.2: 0 - 5 °C 9.1: sodium hydroxide; water / tetrahydrofuran; methanol / 4 h / 25 - 35 °C 9.2: pH 1 - 2 View Scheme

1.1: ethylaluminum dichloride / dichloromethane; toluene / 20 h / 0 - 35 °C / Inert atmosphere 1.2: Cooling 2.1: hydrogen / palladium on activated charcoal / ethyl acetate / 16 h / 25 - 35 °C / 3620.13 Torr 3.1: tert.-butylhydroperoxide; sodium hypochlorite / ethyl acetate; water / 7 h / 0 - 5 °C 4.1: potassium carbonate; hydrogen / palladium on activated charcoal / dichloromethane / 24 h / 20 °C 5.1: hydrogen / palladium 10 on activated carbon / ethyl acetate / 16 h / 45 - 50 °C / 2585.81 Torr 6.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 5 h / 0 - 10 °C 6.2: 0 - 5 °C 7.1: sodium hydroxide; water / tetrahydrofuran; methanol / 4 h / 25 - 35 °C 7.2: pH 1 - 2 View Scheme

1.1: tert.-butylhydroperoxide; sodium hypochlorite / ethyl acetate; water / 7 h / 0 - 5 °C 2.1: potassium carbonate; hydrogen / palladium on activated charcoal / dichloromethane / 24 h / 20 °C 3.1: hydrogen / palladium 10 on activated carbon / ethyl acetate / 16 h / 45 - 50 °C / 2585.81 Torr 4.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 5 h / 0 - 10 °C 4.2: 0 - 5 °C 5.1: sodium hydroxide; water / tetrahydrofuran; methanol / 4 h / 25 - 35 °C 5.2: pH 1 - 2 View Scheme

N-bromosuccinmide; sodium hydrogencarbonate Erhitzen des Reaktionsprodukts mit Hydrazin und Kaliumhydroxid in Triaethylenglykol bis auf 200grad;

1.1: triethylamine / 4-(N,N-dimethlyamino)pyridine / tert-butyl methyl ether / 2 h / 25 - 35 °C / Inert atmosphere 2.1: ethylaluminum dichloride / dichloromethane; toluene / 20 h / 0 - 35 °C / Inert atmosphere 2.2: Cooling 3.1: hydrogen / palladium on activated charcoal / ethyl acetate / 16 h / 25 - 35 °C / 3620.13 Torr 4.1: tert.-butylhydroperoxide; sodium hypochlorite / ethyl acetate; water / 7 h / 0 - 5 °C 5.1: potassium carbonate; hydrogen / palladium on activated charcoal / dichloromethane / 24 h / 20 °C 6.1: hydrogen / palladium 10 on activated carbon / ethyl acetate / 16 h / 45 - 50 °C / 2585.81 Torr 7.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 5 h / 0 - 10 °C 7.2: 0 - 5 °C 8.1: sodium hydroxide; water / tetrahydrofuran; methanol / 4 h / 25 - 35 °C 8.2: pH 1 - 2 View Scheme

1.1: hydrogen / palladium on activated charcoal / ethyl acetate / 16 h / 25 - 35 °C / 3620.13 Torr 2.1: tert.-butylhydroperoxide; sodium hypochlorite / ethyl acetate; water / 7 h / 0 - 5 °C 3.1: potassium carbonate; hydrogen / palladium on activated charcoal / dichloromethane / 24 h / 20 °C 4.1: hydrogen / palladium 10 on activated carbon / ethyl acetate / 16 h / 45 - 50 °C / 2585.81 Torr 5.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 5 h / 0 - 10 °C 5.2: 0 - 5 °C 6.1: sodium hydroxide; water / tetrahydrofuran; methanol / 4 h / 25 - 35 °C 6.2: pH 1 - 2 View Scheme

1.1: hydrogen / platinum(IV) oxide / ethyl acetate / 14 - 16 h / 3620.13 Torr 2.1: tert.-butylhydroperoxide; sodium hypochlorite / ethyl acetate; water / 7 h / 0 - 5 °C 3.1: potassium carbonate; hydrogen / palladium on activated charcoal / dichloromethane / 24 h / 20 °C 4.1: hydrogen / palladium 10 on activated carbon / ethyl acetate / 16 h / 45 - 50 °C / 2585.81 Torr 5.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 5 h / 0 - 10 °C 5.2: 0 - 5 °C 6.1: sodium hydroxide; water / tetrahydrofuran; methanol / 4 h / 25 - 35 °C 6.2: pH 1 - 2 View Scheme

1: chromium(VI) oxide; acetic acid / 60 °C 2: hydrogen / palladium 10 on activated carbon / ethyl acetate / 16 h / 2585.81 Torr 3: sodium hydroxide; methanol / 2 h / 20 °C 4: thionyl chloride / 1 h / 0 - 20 °C 5: pyridinium chlorochromate / dichloromethane / 20 °C 6: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 20 °C / Inert atmosphere 7: water; lithium hydroxide hydrate / tetrahydrofuran / 20 °C View Scheme

ethylenediaminetetraacetic acid; chloylglycine hydrolase; 2-hydroxyethanethiol in phosphate buffer T=20°C; pH=8; 0.333333 h;

ethylenediaminetetraacetic acid; chloylglycine hydrolase; 2-hydroxyethanethiol in phosphate buffer T=20°C; pH=8; 0.333333 h;