pyridoxal 5'-phosphate; sodium 2-oxopropanoate in aq. phosphate buffer; dimethyl sulfoxide T=30°C; pH=7; 24 h; Resolution of racemateSchlenk techniqueInert atmosphereEnzymatic reaction; Reagent/catalyst;

1.1: triethylamine / N,N-dimethyl-formamide / 20 - 50 °C 1.2: 6 h / 100 °C 2.1: trichlorophosphate / 0.67 h / cooling with ice 2.2: 3 h / 20 °C 2.3: 0.5 h 3.1: ammonium acetate / 1 h / Reflux 4.1: ethanol; sodium tetrahydroborate / tetrahydrofuran / 1.5 h / 20 °C / cooling with ice 4.2: 1 h / pH 4 5.1: trichlorophosphate / 0.83 h / cooling with ice 5.2: 2.58 h / 50 °C 6.1: hydroxylamine hydrochloride; pyridine / tetrahydrofuran / 1 h / 50 °C 6.2: 3.5 h / 50 °C / Reflux 7.1: hydrogen / palladium 10 on activated carbon / methanol / 1 h / 40 °C / 750.08 Torr 8.1: water; acetone / 3.25 h / 20 °C / Reflux 9.1: sodium carbonate / water / pH 8 - 9 View Scheme

1.1: triethylamine / N,N-dimethyl-formamide / 20 - 50 °C 1.2: 6 h / 100 °C 2.1: trichlorophosphate / 0.67 h / cooling with ice 2.2: 3 h / 20 °C 2.3: 0.5 h 3.1: ammonium acetate / 1 h / Reflux 4.1: ethanol; sodium tetrahydroborate / tetrahydrofuran / 1.5 h / 20 °C / cooling with ice 4.2: 1 h / pH 4 5.1: trichlorophosphate / 0.83 h / cooling with ice 5.2: 2.58 h / 50 °C 6.1: hydroxylamine hydrochloride; pyridine / tetrahydrofuran / 1 h / 50 °C 6.2: 3.5 h / 50 °C / Reflux 7.1: hydrogen / palladium 10 on activated carbon / methanol / 1 h / 40 °C / 750.08 Torr 8.1: water; acetone / 3.25 h / 20 °C / Reflux 9.1: sodium carbonate / water / pH 8 - 9 View Scheme

1.1: ethanol; sodium tetrahydroborate / tetrahydrofuran / 1.5 h / 20 °C / cooling with ice 1.2: 1 h / pH 4 2.1: trichlorophosphate / 0.83 h / cooling with ice 2.2: 2.58 h / 50 °C 3.1: hydroxylamine hydrochloride; pyridine / tetrahydrofuran / 1 h / 50 °C 3.2: 3.5 h / 50 °C / Reflux 4.1: hydrogen / palladium 10 on activated carbon / methanol / 1 h / 40 °C / 750.08 Torr 5.1: water; acetone / 3.25 h / 20 °C / Reflux 6.1: sodium carbonate / water / pH 8 - 9 View Scheme

1.1: trichlorophosphate / 0.83 h / cooling with ice 1.2: 2.58 h / 50 °C 2.1: hydroxylamine hydrochloride; pyridine / tetrahydrofuran / 1 h / 50 °C 2.2: 3.5 h / 50 °C / Reflux 3.1: hydrogen / palladium 10 on activated carbon / methanol / 1 h / 40 °C / 750.08 Torr 4.1: water; acetone / 3.25 h / 20 °C / Reflux 5.1: sodium carbonate / water / pH 8 - 9 View Scheme

1.1: hydroxylamine hydrochloride; pyridine / tetrahydrofuran / 1 h / 50 °C 1.2: 3.5 h / 50 °C / Reflux 2.1: hydrogen / palladium 10 on activated carbon / methanol / 1 h / 40 °C / 750.08 Torr 3.1: water; acetone / 3.25 h / 20 °C / Reflux 4.1: sodium carbonate / water / pH 8 - 9 View Scheme

1: hydrogen / palladium 10 on activated carbon / methanol / 1 h / 40 °C / 750.08 Torr 2: water; acetone / 3.25 h / 20 °C / Reflux 3: sodium carbonate / water / pH 8 - 9 View Scheme

1: water; acetone / 3.25 h / 20 °C / Reflux 2: sodium carbonate / water / pH 8 - 9 View Scheme

1.1: trichlorophosphate / 0.67 h / cooling with ice 1.2: 3 h / 20 °C 1.3: 0.5 h 2.1: ammonium acetate / 1 h / Reflux 3.1: ethanol; sodium tetrahydroborate / tetrahydrofuran / 1.5 h / 20 °C / cooling with ice 3.2: 1 h / pH 4 4.1: trichlorophosphate / 0.83 h / cooling with ice 4.2: 2.58 h / 50 °C 5.1: hydroxylamine hydrochloride; pyridine / tetrahydrofuran / 1 h / 50 °C 5.2: 3.5 h / 50 °C / Reflux 6.1: hydrogen / palladium 10 on activated carbon / methanol / 1 h / 40 °C / 750.08 Torr 7.1: water; acetone / 3.25 h / 20 °C / Reflux 8.1: sodium carbonate / water / pH 8 - 9 View Scheme

1.1: ammonium acetate / 1 h / Reflux 2.1: ethanol; sodium tetrahydroborate / tetrahydrofuran / 1.5 h / 20 °C / cooling with ice 2.2: 1 h / pH 4 3.1: trichlorophosphate / 0.83 h / cooling with ice 3.2: 2.58 h / 50 °C 4.1: hydroxylamine hydrochloride; pyridine / tetrahydrofuran / 1 h / 50 °C 4.2: 3.5 h / 50 °C / Reflux 5.1: hydrogen / palladium 10 on activated carbon / methanol / 1 h / 40 °C / 750.08 Torr 6.1: water; acetone / 3.25 h / 20 °C / Reflux 7.1: sodium carbonate / water / pH 8 - 9 View Scheme