ammonia; lithium in tetrahydrofuran T=-78°C; 2.5 h;

<b>Multi-step reaction with 4 steps<br /> </b>1: triphenylphosphine; diethylazodicarboxylate / toluene / 20 &deg;C / Inert atmosphere<br />2: sodium methylate / methanol / 5 h / 20 &deg;C<br />3: pyridine / 5 h / 20 &deg;C<br />4: 96 h / 55 &deg;C<br /> <br /> &nbsp;

<b>Multi-step reaction with 3 steps<br /> </b>1: sodium methylate / methanol / 5 h / 20 &deg;C<br />2: pyridine / 5 h / 20 &deg;C<br />3: 96 h / 55 &deg;C<br /> <br /> &nbsp;

<b>Multi-step reaction with 3 steps<br /> </b>1: 100 percent / LiAlH₄ / tetrahydrofuran / Ambient temperature<br />2: 1.) TFAA, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 1.5 h, 2.) CH₂Cl₂, -78 deg C to r.t., 30 min<br />3: 77 percent / NaBH₃CN, molecular sieves 3 Angstroem / methanol / 0.5 h / Ambient temperature<br /> <br /> &nbsp;

<b>Multi-step reaction with 6 steps<br /> </b>1: sodium tetrahydroborate / ethanol / 12 h / Inert atmosphere<br />2: pyridine / dichloromethane / 20 &deg;C / Inert atmosphere<br />3: triphenylphosphine; diethylazodicarboxylate / toluene / 20 &deg;C / Inert atmosphere<br />4: sodium methylate / methanol / 5 h / 20 &deg;C<br />5: pyridine / 5 h / 20 &deg;C<br />6: 96 h / 55 &deg;C<br /> <br /> &nbsp;