1: 99 percent / imidazole / CH2Cl2 / 1 h / 20 °C 2: 92 percent / Et3N / tetrahydrofuran / 0.33 h / 20 °C 3: 90 percent / tetrabutylammonium fluoride / tetrahydrofuran / 2 h / 20 °C 4: 65 percent / NaOAc; H2 / Pd/C / methanol / 6 h / 60 °C 5: 92 percent / Dowex 50W-X8; H2O / tetrahydrofuran / Heating View Scheme

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '19268633', constants.ctx, '0')">Dowex 50W-X₈</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1098229', constants.ctx, '0')">methanol</a> <br />T=20&deg;C;&nbsp;18&nbsp;h;&nbsp;<br /> &nbsp;

<b>Multi-step reaction with 6 steps<br /> </b>1.1: In / tetrahydrofuran / Heating<br />1.2: (+)-cinchonine / tetrahydrofuran / 20 &deg;C<br />1.3: 87 percent / tetrahydrofuran / 2 h / -78 &deg;C<br />2.1: 98 percent / imidazole / dimethylformamide / 6 h / 20 &deg;C<br />3.1: O₃ / methanol / -78 &deg;C<br />3.2: Me₂S / methanol / 12 h / -78 - 20 &deg;C<br />4.1: 1.01 g / H₂ / Pd(OH)2/C / ethanol / 10 h / 20 &deg;C<br />5.1: 90 percent / aq. K₂CO₃ / CH₂Cl₂ / 0.5 h / 20 &deg;C<br />6.1: 93 percent / Dowex 50W-X₈ / aq. methanol / 18 h / 20 &deg;C<br /> <br /> &nbsp;

<b>Multi-step reaction with 5 steps<br /> </b>1.1: 98 percent / imidazole / dimethylformamide / 6 h / 20 &deg;C<br />2.1: O₃ / methanol / -78 &deg;C<br />2.2: Me₂S / methanol / 12 h / -78 - 20 &deg;C<br />3.1: 1.01 g / H₂ / Pd(OH)2/C / ethanol / 10 h / 20 &deg;C<br />4.1: 90 percent / aq. K₂CO₃ / CH₂Cl₂ / 0.5 h / 20 &deg;C<br />5.1: 93 percent / Dowex 50W-X₈ / aq. methanol / 18 h / 20 &deg;C<br /> <br /> &nbsp;

<b>Multi-step reaction with 5 steps<br /> </b>1.1: 98 percent / imidazole / dimethylformamide / 6 h / 20 &deg;C<br />2.1: O₃ / methanol / -78 &deg;C<br />2.2: Me₂S / methanol / 12 h / -78 - 20 &deg;C<br />3.1: 1.01 g / H₂ / Pd(OH)2/C / ethanol / 10 h / 20 &deg;C<br />4.1: 90 percent / aq. K₂CO₃ / CH₂Cl₂ / 0.5 h / 20 &deg;C<br />5.1: 93 percent / Dowex 50W-X₈ / aq. methanol / 18 h / 20 &deg;C<br /> <br /> &nbsp;