1: DMAP / CH2Cl2 / 4 h / 20 °C 2: H2 / 10 percent Pd/C / methanol / 48 h / 20 °C / 760 Torr 3: 90 percent / DEAD; PPh3 / benzene / 20 h / 20 °C 4: 90 percent / 1N aq. HCl / methanol / 2 h / Heating View Scheme

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1209320', constants.ctx, '0')">sodium azide</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '605365', constants.ctx, '0')">N,N-dimethyl-formamide</a> <br />T=60&deg;C;&nbsp;48&nbsp;h;&nbsp;<br /> &nbsp;

<b>Multi-step reaction with 4 steps<br /> </b>1: KS-Selectride / tetrahydrofuran / 2 h / -78 &deg;C<br />2: 31 percent / lipase Meito SL / diisopropyl ether / 46 h / 35 &deg;C<br />3: 93 percent / K₂CO₃ / methanol / 2 h / -20 - 0 &deg;C<br />4: 96 percent / NaN₃; NH₄Cl / H₂O; acetone / 23 h / Heating<br /> <br /> &nbsp;

<b>Multi-step reaction with 3 steps<br /> </b>1: lipase Amano PS / diisopropyl ether / 25 h / 35 &deg;C<br />2: 90 percent / conc. aq. HCl / acetone; methanol / 23 h / 20 &deg;C<br />3: 83 percent / NaN₃ / dimethylformamide / 48 h / 60 &deg;C<br /> <br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1: 90 percent / conc. aq. HCl / acetone; methanol / 23 h / 20 &deg;C<br />2: 83 percent / NaN₃ / dimethylformamide / 48 h / 60 &deg;C<br /> <br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1: 93 percent / K₂CO₃ / methanol / 2 h / -20 - 0 &deg;C<br />2: 96 percent / NaN₃; NH₄Cl / H₂O; acetone / 23 h / Heating<br /> <br /> &nbsp;

<b>Multi-step reaction with 5 steps<br /> </b>1: 91 percent / NaOMe / tetrahydrofuran; methanol / -50 - 20 &deg;C<br />2: KS-Selectride / tetrahydrofuran / 2 h / -78 &deg;C<br />3: 31 percent / lipase Meito SL / diisopropyl ether / 46 h / 35 &deg;C<br />4: 93 percent / K₂CO₃ / methanol / 2 h / -20 - 0 &deg;C<br />5: 96 percent / NaN₃; NH₄Cl / H₂O; acetone / 23 h / Heating<br /> <br /> &nbsp;