1: With TBAH2PO4; trichloroacetonitrile in acetonitrile T=20°C; 2 h; 2: With ammonium hydroxide in water pH=8;

1: With trimethylsilyl bromide in dichloromethane T=20°C; 2 h; 2: With methanol; ammonia in dichloromethane

NaOD in methanol-d4 T=20°C; 96 h; Yield given. Yields of byproduct given;

1: piperidine / benzene / Ambient temperature 2: 68 percent / NaBH4 / methanol / 2 h / Ambient temperature 3: 90 percent / pyridine / diethyl ether / -15 °C 4: CaCO3 / CH2Cl2 / Ambient temperature 5: t-BuOK / dimethylsulfoxide-d6 / 1 h / 20 °C 7: 10N NaOD / tetradeuteriomethanol / 96 h / 20 °C View Scheme

1: 90 percent / pyridine / diethyl ether / -15 °C 2: CaCO3 / CH2Cl2 / Ambient temperature 3: t-BuOK / dimethylsulfoxide-d6 / 1 h / 20 °C 5: 10N NaOD / tetradeuteriomethanol / 96 h / 20 °C View Scheme

1: 68 percent / NaBH4 / methanol / 2 h / Ambient temperature 2: 90 percent / pyridine / diethyl ether / -15 °C 3: CaCO3 / CH2Cl2 / Ambient temperature 4: t-BuOK / dimethylsulfoxide-d6 / 1 h / 20 °C 6: 10N NaOD / tetradeuteriomethanol / 96 h / 20 °C View Scheme

1: CaCO3 / CH2Cl2 / Ambient temperature 2: t-BuOK / dimethylsulfoxide-d6 / 1 h / 20 °C 4: 10N NaOD / tetradeuteriomethanol / 96 h / 20 °C View Scheme

1: lithium alanate; diethyl ether 2: triethylamine; chloroform; phosphoryl chloride / anschliessendes Behandeln mit Wasser View Scheme

Thermoplasma acidophilum DSM 1728 isopentenyl phosphate kinase; 5'-Adenylphosphoric acid; 2-hydroxyethanethiol; magnesium chloride; bovine serum albumin T=37°C; pH=7.5; aq. bufferEnzymatic reaction; KineticsEquilibrium constant; Reagent/catalystpH-value;