1.1: pyridine; N,O-bis-(trimethylsilyl)-acetamide / 1 h / 20 °C / Inert atmosphere 1.2: 0.5 h / Inert atmosphere 1.3: Dowex 50WX2 (Na+ form) 2.1: CEM-SS culture medium / 37 °C / pH 7.4 / aq. buffer View Scheme

<b>Multi-step reaction with 4 steps<br /> </b>1.1: 81 percent / NaOH / dimethylformamide / 16 h / 140 &deg;C<br />2.1: sodium tert-butoxide / dimethylformamide / 1 h / 20 &deg;C<br />2.2: 740 mg / dimethylformamide / 64 h / 20 &deg;C<br />3.1: 65 percent / TMSCl; LiAlH₄ / tetrahydrofuran / 2 h / 20 &deg;C<br />4.1: 100 percent / aq. H₂O₂ / tetrahydrofuran / 1 h / 20 &deg;C<br /> <br /> &nbsp;

<b>Multi-step reaction with 3 steps<br /> </b>1.1: sodium tert-butoxide / dimethylformamide / 1 h / 20 &deg;C<br />1.2: 740 mg / dimethylformamide / 64 h / 20 &deg;C<br />2.1: 65 percent / TMSCl; LiAlH₄ / tetrahydrofuran / 2 h / 20 &deg;C<br />3.1: 100 percent / aq. H₂O₂ / tetrahydrofuran / 1 h / 20 &deg;C<br /> <br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1: 65 percent / TMSCl; LiAlH₄ / tetrahydrofuran / 2 h / 20 &deg;C<br />2: 100 percent / aq. H₂O₂ / tetrahydrofuran / 1 h / 20 &deg;C<br /> <br /> &nbsp;