1: 90 percent / LiBH4 / tetrahydrofuran; methanol / 1 h / 0 °C 2: 99 percent / H2 / Pd/C / methanol / 12 h / 20 °C / 760 Torr 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=25&deg;C;&nbsp;6&nbsp;h;&nbsp;<br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1: Ag₂O; Br₂ / acetone / -10 &deg;C<br />2: 89 percent / NaN₃ / dimethylformamide / 6 h / 25 &deg;C<br /> <br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1: 1.) Et₂BOTf, diisopropylethylamine / 1.) CH₂Cl₂, -10 deg C to 15-20 deg C, 30 min; -73 deg C, 30 min, 2.) -73 deg C, 1.5 h; -40 deg C<br />2: NaN₃ / dimethylsulfoxide<br /> <br /> &nbsp;