1.1: toluene-4-sulfonic acid / acetone / 24 h / Reflux 2.1: hydrogenchloride / water; methanol / 20 °C 3.1: sodium periodate; sodium hydrogencarbonate / water / 3 h / 0 - 8 °C 3.2: 17 h / 20 °C 4.1: hydrogen / palladium 10 on activated carbon / methanol / 3102.97 Torr 5.1: trifluoroacetic acid / acetonitrile; water / 6 h / Reflux 6.1: lithium hexamethyldisilazane; N2,N2-dimethyl-2-methyl-1,2-propanediamine / tetrahydrofuran / 3 h / -78 °C 6.2: 3 h / -78 °C 7.1: pyridine; trichlorophosphate / 12.5 h / 10 - 20 °C 7.2: 0 °C / pH 5.5 8.1: hydrogen / palladium 10 on activated carbon / methanol / 3102.97 Torr 9.1: n-butyllithium; N2,N2-dimethyl-2-methyl-1,2-propanediamine / tetrahydrofuran; tetrahydro-4H-pyran / 1.33 h / -78 °C 9.2: 1.33 h / -78 °C 9.3: -78 °C / pH 7 10.1: triethylamine / dichloromethane / -10 °C 11.1: tetra(n-butyl)ammonium hydrogensulfate; sodium azide / N,N-dimethyl-formamide / 36 h / 90 °C 12.1: triethylamine; hydrogen / palladium 10 on activated carbon / ethanol; water / 16 h / 3102.97 Torr 13.1: potassium hydroxide / water; tetrahydrofuran; methanol / 10 h / 0 °C 13.2: 10 h / 0 - 20 °C 14.1: triethylamine; 2-hydroxy-pyridine / 48 h / 90 °C 15.1: trifluoroacetic acid / dichloromethane / 3 h / 20 °C View Scheme

1.1: hydrogenchloride / water; methanol / 20 °C 2.1: sodium periodate; sodium hydrogencarbonate / water / 3 h / 0 - 8 °C 2.2: 17 h / 20 °C 3.1: hydrogen / palladium 10 on activated carbon / methanol / 3102.97 Torr 4.1: trifluoroacetic acid / acetonitrile; water / 6 h / Reflux 5.1: lithium hexamethyldisilazane; N2,N2-dimethyl-2-methyl-1,2-propanediamine / tetrahydrofuran / 3 h / -78 °C 5.2: 3 h / -78 °C 6.1: pyridine; trichlorophosphate / 12.5 h / 10 - 20 °C 6.2: 0 °C / pH 5.5 7.1: hydrogen / palladium 10 on activated carbon / methanol / 3102.97 Torr 8.1: n-butyllithium; N2,N2-dimethyl-2-methyl-1,2-propanediamine / tetrahydrofuran; tetrahydro-4H-pyran / 1.33 h / -78 °C 8.2: 1.33 h / -78 °C 8.3: -78 °C / pH 7 9.1: triethylamine / dichloromethane / -10 °C 10.1: tetra(n-butyl)ammonium hydrogensulfate; sodium azide / N,N-dimethyl-formamide / 36 h / 90 °C 11.1: triethylamine; hydrogen / palladium 10 on activated carbon / ethanol; water / 16 h / 3102.97 Torr 12.1: potassium hydroxide / water; tetrahydrofuran; methanol / 10 h / 0 °C 12.2: 10 h / 0 - 20 °C 13.1: triethylamine; 2-hydroxy-pyridine / 48 h / 90 °C 14.1: trifluoroacetic acid / dichloromethane / 3 h / 20 °C View Scheme

1.1: sodium periodate; sodium hydrogencarbonate / water / 3 h / 0 - 8 °C 1.2: 17 h / 20 °C 2.1: hydrogen / palladium 10 on activated carbon / methanol / 3102.97 Torr 3.1: trifluoroacetic acid / acetonitrile; water / 6 h / Reflux 4.1: lithium hexamethyldisilazane; N2,N2-dimethyl-2-methyl-1,2-propanediamine / tetrahydrofuran / 3 h / -78 °C 4.2: 3 h / -78 °C 5.1: pyridine; trichlorophosphate / 12.5 h / 10 - 20 °C 5.2: 0 °C / pH 5.5 6.1: hydrogen / palladium 10 on activated carbon / methanol / 3102.97 Torr 7.1: n-butyllithium; N2,N2-dimethyl-2-methyl-1,2-propanediamine / tetrahydrofuran; tetrahydro-4H-pyran / 1.33 h / -78 °C 7.2: 1.33 h / -78 °C 7.3: -78 °C / pH 7 8.1: triethylamine / dichloromethane / -10 °C 9.1: tetra(n-butyl)ammonium hydrogensulfate; sodium azide / N,N-dimethyl-formamide / 36 h / 90 °C 10.1: triethylamine; hydrogen / palladium 10 on activated carbon / ethanol; water / 16 h / 3102.97 Torr 11.1: potassium hydroxide / water; tetrahydrofuran; methanol / 10 h / 0 °C 11.2: 10 h / 0 - 20 °C 12.1: triethylamine; 2-hydroxy-pyridine / 48 h / 90 °C 13.1: trifluoroacetic acid / dichloromethane / 3 h / 20 °C View Scheme

1.1: hydrogen / palladium 10 on activated carbon / methanol / 3102.97 Torr 2.1: trifluoroacetic acid / acetonitrile; water / 6 h / Reflux 3.1: lithium hexamethyldisilazane; N2,N2-dimethyl-2-methyl-1,2-propanediamine / tetrahydrofuran / 3 h / -78 °C 3.2: 3 h / -78 °C 4.1: pyridine; trichlorophosphate / 12.5 h / 10 - 20 °C 4.2: 0 °C / pH 5.5 5.1: hydrogen / palladium 10 on activated carbon / methanol / 3102.97 Torr 6.1: n-butyllithium; N2,N2-dimethyl-2-methyl-1,2-propanediamine / tetrahydrofuran; tetrahydro-4H-pyran / 1.33 h / -78 °C 6.2: 1.33 h / -78 °C 6.3: -78 °C / pH 7 7.1: triethylamine / dichloromethane / -10 °C 8.1: tetra(n-butyl)ammonium hydrogensulfate; sodium azide / N,N-dimethyl-formamide / 36 h / 90 °C 9.1: triethylamine; hydrogen / palladium 10 on activated carbon / ethanol; water / 16 h / 3102.97 Torr 10.1: potassium hydroxide / water; tetrahydrofuran; methanol / 10 h / 0 °C 10.2: 10 h / 0 - 20 °C 11.1: triethylamine; 2-hydroxy-pyridine / 48 h / 90 °C 12.1: trifluoroacetic acid / dichloromethane / 3 h / 20 °C View Scheme

1.1: trifluoroacetic acid / acetonitrile; water / 6 h / Reflux 2.1: lithium hexamethyldisilazane; N2,N2-dimethyl-2-methyl-1,2-propanediamine / tetrahydrofuran / 3 h / -78 °C 2.2: 3 h / -78 °C 3.1: pyridine; trichlorophosphate / 12.5 h / 10 - 20 °C 3.2: 0 °C / pH 5.5 4.1: hydrogen / palladium 10 on activated carbon / methanol / 3102.97 Torr 5.1: n-butyllithium; N2,N2-dimethyl-2-methyl-1,2-propanediamine / tetrahydrofuran; tetrahydro-4H-pyran / 1.33 h / -78 °C 5.2: 1.33 h / -78 °C 5.3: -78 °C / pH 7 6.1: triethylamine / dichloromethane / -10 °C 7.1: tetra(n-butyl)ammonium hydrogensulfate; sodium azide / N,N-dimethyl-formamide / 36 h / 90 °C 8.1: triethylamine; hydrogen / palladium 10 on activated carbon / ethanol; water / 16 h / 3102.97 Torr 9.1: potassium hydroxide / water; tetrahydrofuran; methanol / 10 h / 0 °C 9.2: 10 h / 0 - 20 °C 10.1: triethylamine; 2-hydroxy-pyridine / 48 h / 90 °C 11.1: trifluoroacetic acid / dichloromethane / 3 h / 20 °C View Scheme

1.1: lithium hexamethyldisilazane; N2,N2-dimethyl-2-methyl-1,2-propanediamine / tetrahydrofuran / 3 h / -78 °C 1.2: 3 h / -78 °C 2.1: pyridine; trichlorophosphate / 12.5 h / 10 - 20 °C 2.2: 0 °C / pH 5.5 3.1: hydrogen / palladium 10 on activated carbon / methanol / 3102.97 Torr 4.1: n-butyllithium; N2,N2-dimethyl-2-methyl-1,2-propanediamine / tetrahydrofuran; tetrahydro-4H-pyran / 1.33 h / -78 °C 4.2: 1.33 h / -78 °C 4.3: -78 °C / pH 7 5.1: triethylamine / dichloromethane / -10 °C 6.1: tetra(n-butyl)ammonium hydrogensulfate; sodium azide / N,N-dimethyl-formamide / 36 h / 90 °C 7.1: triethylamine; hydrogen / palladium 10 on activated carbon / ethanol; water / 16 h / 3102.97 Torr 8.1: potassium hydroxide / water; tetrahydrofuran; methanol / 10 h / 0 °C 8.2: 10 h / 0 - 20 °C 9.1: triethylamine; 2-hydroxy-pyridine / 48 h / 90 °C 10.1: trifluoroacetic acid / dichloromethane / 3 h / 20 °C View Scheme

1.1: pyridine; trichlorophosphate / 12.5 h / 10 - 20 °C 1.2: 0 °C / pH 5.5 2.1: hydrogen / palladium 10 on activated carbon / methanol / 3102.97 Torr 3.1: n-butyllithium; N2,N2-dimethyl-2-methyl-1,2-propanediamine / tetrahydrofuran; tetrahydro-4H-pyran / 1.33 h / -78 °C 3.2: 1.33 h / -78 °C 3.3: -78 °C / pH 7 4.1: triethylamine / dichloromethane / -10 °C 5.1: tetra(n-butyl)ammonium hydrogensulfate; sodium azide / N,N-dimethyl-formamide / 36 h / 90 °C 6.1: triethylamine; hydrogen / palladium 10 on activated carbon / ethanol; water / 16 h / 3102.97 Torr 7.1: potassium hydroxide / water; tetrahydrofuran; methanol / 10 h / 0 °C 7.2: 10 h / 0 - 20 °C 8.1: triethylamine; 2-hydroxy-pyridine / 48 h / 90 °C 9.1: trifluoroacetic acid / dichloromethane / 3 h / 20 °C View Scheme

1.1: hydrogen / palladium 10 on activated carbon / methanol / 3102.97 Torr 2.1: n-butyllithium; N2,N2-dimethyl-2-methyl-1,2-propanediamine / tetrahydrofuran; tetrahydro-4H-pyran / 1.33 h / -78 °C 2.2: 1.33 h / -78 °C 2.3: -78 °C / pH 7 3.1: triethylamine / dichloromethane / -10 °C 4.1: tetra(n-butyl)ammonium hydrogensulfate; sodium azide / N,N-dimethyl-formamide / 36 h / 90 °C 5.1: triethylamine; hydrogen / palladium 10 on activated carbon / ethanol; water / 16 h / 3102.97 Torr 6.1: potassium hydroxide / water; tetrahydrofuran; methanol / 10 h / 0 °C 6.2: 10 h / 0 - 20 °C 7.1: triethylamine; 2-hydroxy-pyridine / 48 h / 90 °C 8.1: trifluoroacetic acid / dichloromethane / 3 h / 20 °C View Scheme

1.1: n-butyllithium; N2,N2-dimethyl-2-methyl-1,2-propanediamine / tetrahydrofuran; tetrahydro-4H-pyran / 1.33 h / -78 °C 1.2: 1.33 h / -78 °C 1.3: -78 °C / pH 7 2.1: triethylamine / dichloromethane / -10 °C 3.1: tetra(n-butyl)ammonium hydrogensulfate; sodium azide / N,N-dimethyl-formamide / 36 h / 90 °C 4.1: triethylamine; hydrogen / palladium 10 on activated carbon / ethanol; water / 16 h / 3102.97 Torr 5.1: potassium hydroxide / water; tetrahydrofuran; methanol / 10 h / 0 °C 5.2: 10 h / 0 - 20 °C 6.1: triethylamine; 2-hydroxy-pyridine / 48 h / 90 °C 7.1: trifluoroacetic acid / dichloromethane / 3 h / 20 °C View Scheme

1.1: triethylamine / dichloromethane / -10 °C 2.1: tetra(n-butyl)ammonium hydrogensulfate; sodium azide / N,N-dimethyl-formamide / 36 h / 90 °C 3.1: triethylamine; hydrogen / palladium 10 on activated carbon / ethanol; water / 16 h / 3102.97 Torr 4.1: potassium hydroxide / water; tetrahydrofuran; methanol / 10 h / 0 °C 4.2: 10 h / 0 - 20 °C 5.1: triethylamine; 2-hydroxy-pyridine / 48 h / 90 °C 6.1: trifluoroacetic acid / dichloromethane / 3 h / 20 °C View Scheme