1: 78 percent / 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide*HCl; 1-hydroxybenzotriazole / dimethylformamide; CH2Cl2 / 24 h / 0 - 20 °C 2: 88 percent / β-bromocatecholborane / CH2Cl2 / 0.5 h / -78 °C 3: H2; 2,2'-bipyridyl / Pd/C / methanol; ethyl acetate / 2 h 4: 37.7 mg / 2,4,6-collidine / CH2Cl2 / 3 h / 20 °C 5: Dess-Martin periodinane / CH2Cl2 / 1.25 h / 0 - 25 °C 6: aq. NaClO2; NaH2PO4*2H2O / 2-methyl-propan-2-ol; various solvent(s) / 0.33 h / 25 °C 7: 28.4 mg / 3-(diethoxyphosphoryloxy)-1,2,3-benzotriazin-4(3H)-one; i-Pr2NEt2 / tetrahydrofuran / 18 h / 20 °C 8: 77 percent / MTBD / dimethylformamide / 1.5 h / 20 °C 9: 96 percent / n-Bu4NF; AcOH / tetrahydrofuran / 3 h / 20 °C 10: 74 percent / β-mercaptoethanol; DBU / dimethylformamide / 0.5 h / 20 °C 11: 85 percent / H2; aq. HCl / Pd black / ethanol / 2 h View Scheme

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '11342938', constants.ctx, '0')">lithium hydroxide</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '906698', constants.ctx, '0')"><i>tert</i>-butyl alcohol</a> <br />T=20&deg;C;&nbsp;16&nbsp;h;&nbsp;<br /> &nbsp;

<b>Multi-step reaction with 4 steps<br /> </b>1: TFA / CH₂Cl₂ / 0.58 h / 0 &deg;C<br />2: 454 mg / DEBPT; i-Pr₂NEt₂ / tetrahydrofuran / 18 h / 20 &deg;C<br />3: 2,6-lutidine / CH₂Cl₂ / 1 h / 20 &deg;C<br />4: 143 mg / aq. LiOH / 2-methyl-propan-2-ol / 16 h / 20 &deg;C<br /> <br /> &nbsp;