palladium 10 on activated carbon; hydrogen in ethyl acetate P=1500.15 Torr; Inert atmosphere;

sodium hydroxide in 1,4-dioxane

1: thionyl chloride / 0 - 20 °C 2: formic acid / 72 h / 25 °C 3: tert-butyl methyl ether; chirazyme L9 (Mucormiehei, Roche) / aq. phosphate buffer / 96 h / 20 °C / pH 7 / |Resolution of racemate; |Enzymatic reaction 4: palladium 10 on activated carbon; hydrogen / ethyl acetate / 1500.15 Torr / |Inert atmosphere View Scheme

1: formic acid / 72 h / 25 °C 2: tert-butyl methyl ether; chirazyme L9 (Mucormiehei, Roche) / aq. phosphate buffer / 96 h / 20 °C / pH 7 / |Resolution of racemate; |Enzymatic reaction 3: palladium 10 on activated carbon; hydrogen / ethyl acetate / 1500.15 Torr / |Inert atmosphere View Scheme

1.1: alcaligenes sp. D-aminoacylase; tris(hydroxymethyl)methylamine hydrochloride / 24 h / 40 °C / pH 8 / |Resolution of racemate; |Large scale; |Enzymatic reaction 1.2: 5 - 10 °C / pH 7.5 - 8.5 / |Large scale 2.1: thionyl chloride / 0 - 20 °C 3.1: formic acid / 72 h / 25 °C 4.1: tert-butyl methyl ether; chirazyme L9 (Mucormiehei, Roche) / aq. phosphate buffer / 96 h / 20 °C / pH 7 / |Resolution of racemate; |Enzymatic reaction 5.1: palladium 10 on activated carbon; hydrogen / ethyl acetate / 1500.15 Torr / |Inert atmosphere View Scheme

1: tert-butyl methyl ether; chirazyme L9 (Mucormiehei, Roche) / aq. phosphate buffer / 96 h / 20 °C / pH 7 / |Resolution of racemate; |Enzymatic reaction 2: palladium 10 on activated carbon; hydrogen / ethyl acetate / 1500.15 Torr / |Inert atmosphere View Scheme

1: ammonium formate; palladium on activated charcoal / ethanol; water / 1 h / |Reflux 2: triethylamine / dichloromethane / 18 h / 20 °C View Scheme