1.1: 78 percent / hydrochloric acid / H2O / 2 h / 100 °C 2.1: NosE gene from Escherichia coli; β-NAD; ZnSO4 / glycine / H2O / 5 h / 42 °C / pH 10 2.2: NosF gene from Escherichia coli / H2O / 0.25 h / pH 10 View Scheme

<b>Multi-step reaction with 2 steps<br /> </b>1: 48 percent / D₂; lutidine / 5percent Pd/BaSO₄ / tetrahydrofuran / 2 h / 20 &deg;C<br />2: 18 percent / (R)-Alpine borane / tetrahydrofuran / 10 h / 20 &deg;C<br /> <br /> &nbsp;

<b>Multi-step reaction with 4 steps<br /> </b>1: 100 percent / p-toluenesulfonic acid / toluene / 1.67 h / Heating<br />2: 100 percent / oxalyl chloride; DMF / CH₂Cl₂ / 0.5 h / 20 &deg;C<br />3: 48 percent / D₂; lutidine / 5percent Pd/BaSO₄ / tetrahydrofuran / 2 h / 20 &deg;C<br />4: 18 percent / (R)-Alpine borane / tetrahydrofuran / 10 h / 20 &deg;C<br /> <br /> &nbsp;