1: 91 percent / MP-TsOH; methanol 2: hydrogen / Pd/C / 37503 Torr View Scheme

lithium aluminium tetrahydride in tetrahydrofuran Heating; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

hydrogenchloride in methanol

1: 71 percent / H2O; ethanol / 504 h / 32 °C / baker's yeast, sucrose 2: 10percent aq. HCl / methanol View Scheme

1: pyridine / 10 h / Ambient temperature 2: 71 percent / H2O; ethanol / 504 h / 32 °C / baker's yeast, sucrose 3: 10percent aq. HCl / methanol View Scheme

1: sodium azide; potassium iodide / water; acetonitrile / 1 h / 60 °C / |Green chemistry 2: magnesium sulfate; Rhodococcus ruber DSM 44541 alcohol dehydrogenase / isopropyl alcohol; aq. phosphate buffer / 20 h / 30 °C / pH 7 / |Autoclave; |Green chemistry; |Enzymatic reaction 3: hydrogen; sodium hydroxide / water; aq. phosphate buffer / 4 h / 30 °C / 7500.75 Torr / pH 9 / |Green chemistry View Scheme

1.1: silver(l) oxide / dichloromethane / 0 - 20 °C 2.1: C10H18BNO; dimethylsulfide borane complex / tetrahydrofuran / 0 °C / Reflux 2.2: 5 h / 20 °C View Scheme

1.1: sodium ethanolate / ethanol / 20 °C 1.2: 24 h / 0 °C 2.1: silver(l) oxide / dichloromethane / 0 - 20 °C 3.1: C10H18BNO; dimethylsulfide borane complex / tetrahydrofuran / 0 °C / Reflux 3.2: 5 h / 20 °C View Scheme