lithium aluminium tetrahydride in tetrahydrofuran

lithium aluminium tetrahydride in tetrahydrofuran T=0°C; RefluxInert atmosphere;

1: 82 percent / NaOH / H2O / 2 h / 0 °C 2: 92 percent / LiAlH4 / tetrahydrofuran / 1 h / 20 °C View Scheme

1: With sodium hydroxide in toluene T=25°C; 2: With lithium aluminium tetrahydride in tetrahydrofuran T=0 - 20°C; 14 h;

hydrogenchloride in methanol 24 h; Heating;

1: With (2S,3S)-2,3-dihydroxybutanedioic acid in ethanol T=20°C; 1 h; RefluxResolution of racemate; 2: With potassium hydroxide in dichloromethane T=20°C; pH=9-10; RefluxResolution of racemate;

lithium aluminium tetrahydride; water 1) Et2O, 8 h, reflux; 2) Et2O; Multistep reaction;

1: trans-1,2-diaminocyclohexane L-tartrate With sodium hydroxide 2: dimethyl sulfate

1: trans-1,2-diaminocyclohexane L-tartrate With sodium hydroxide 2: methyl iodide

1.1: water / 5 h / 80 °C / |Cooling with ice; |Sealed tube 2.1: triphenylphosphine; diethylazodicarboxylate / dichloromethane / 6 h / 20 °C / |Cooling with ice 3.1: ammonium chloride / water / 5 h / 110 °C / |Sealed tube 4.1: (2S,3S)-2,3-dihydroxybutanedioic acid / ethanol / 1 h / 20 °C / |Reflux; |Resolution of racemate 4.2: 20 °C / pH 9-10 / |Reflux; |Resolution of racemate View Scheme