10 palladium on activated charcoal; hydrogen in ethanol P=760.051 Torr;

hydrogen; palladium 10 on activated carbon in methanol P=3620.13 Torr; 16 h;

1: sodium hydrogencarbonate / ethanol 2: sodium azide / N,N-dimethyl-formamide / 12 h / 90 °C 3: 10 palladium on activated charcoal; hydrogen / ethanol / 760.05 Torr View Scheme

1: sodium hydrogencarbonate / ethanol 2: sodium azide / N,N-dimethyl-formamide / 12 h / 90 °C 3: 10 palladium on activated charcoal; hydrogen / ethanol / 760.05 Torr View Scheme

1.1: triethylamine / dichloromethane / 10 h / Reflux 2.1: lithium aluminium tetrahydride / tetrahydrofuran / 16 h 2.2: 0 °C 3.1: trifluoroacetic anhydride / tetrahydrofuran / 1 h / -78 °C 3.2: 60.33 h / -78 °C / Reflux 3.3: 2 h / 20 °C 4.1: 10 palladium on activated charcoal; hydrogen / ethanol / -78 °C / 760.05 Torr 4.2: 60.33 h / -78 °C / Reflux 4.3: 2 h / 20 °C 5.1: sodium hydrogencarbonate / ethanol 6.1: sodium azide / N,N-dimethyl-formamide / 12 h / 90 °C 7.1: 10 palladium on activated charcoal; hydrogen / ethanol / 760.05 Torr View Scheme

1.1: trifluoroacetic anhydride / tetrahydrofuran / 1 h / -78 °C 1.2: 60.33 h / -78 °C / Reflux 1.3: 2 h / 20 °C 2.1: 10 palladium on activated charcoal; hydrogen / ethanol / -78 °C / 760.05 Torr 2.2: 60.33 h / -78 °C / Reflux 2.3: 2 h / 20 °C 3.1: sodium hydrogencarbonate / ethanol 4.1: sodium azide / N,N-dimethyl-formamide / 12 h / 90 °C 5.1: 10 palladium on activated charcoal; hydrogen / ethanol / 760.05 Torr View Scheme

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 16 h 1.2: 0 °C 2.1: trifluoroacetic anhydride / tetrahydrofuran / 1 h / -78 °C 2.2: 60.33 h / -78 °C / Reflux 2.3: 2 h / 20 °C 3.1: 10 palladium on activated charcoal; hydrogen / ethanol / -78 °C / 760.05 Torr 3.2: 60.33 h / -78 °C / Reflux 3.3: 2 h / 20 °C 4.1: sodium hydrogencarbonate / ethanol 5.1: sodium azide / N,N-dimethyl-formamide / 12 h / 90 °C 6.1: 10 palladium on activated charcoal; hydrogen / ethanol / 760.05 Torr View Scheme

1.1: 10 palladium on activated charcoal; hydrogen / ethanol / -78 °C / 760.05 Torr 1.2: 60.33 h / -78 °C / Reflux 1.3: 2 h / 20 °C 2.1: sodium hydrogencarbonate / ethanol 3.1: sodium azide / N,N-dimethyl-formamide / 12 h / 90 °C 4.1: 10 palladium on activated charcoal; hydrogen / ethanol / 760.05 Torr View Scheme

1.1: thionyl chloride / 0 °C 2.1: triethylamine / dichloromethane / 10 h / Reflux 3.1: lithium aluminium tetrahydride / tetrahydrofuran / 16 h 3.2: 0 °C 4.1: trifluoroacetic anhydride / tetrahydrofuran / 1 h / -78 °C 4.2: 60.33 h / -78 °C / Reflux 4.3: 2 h / 20 °C 5.1: 10 palladium on activated charcoal; hydrogen / ethanol / -78 °C / 760.05 Torr 5.2: 60.33 h / -78 °C / Reflux 5.3: 2 h / 20 °C 6.1: sodium hydrogencarbonate / ethanol 7.1: sodium azide / N,N-dimethyl-formamide / 12 h / 90 °C 8.1: 10 palladium on activated charcoal; hydrogen / ethanol / 760.05 Torr View Scheme

1: sodium azide / N,N-dimethyl-formamide / 12 h / 90 °C 2: 10 palladium on activated charcoal; hydrogen / ethanol / 760.05 Torr View Scheme