1: triethylamine / dichloromethane / 29 h 2: potassium tert-butylate / toluene / 96 h / |Reflux 3: hydrogenchloride / water; methanol / 4 h 4: N-Acetyl-Dl-leucine / toluene; propan-1-ol / 20 - 95 °C / |Resolution of racemate 5: triethylamine / dichloromethane / 29 h 6: sodium hydrogencarbonate; Oxonereg; / water; acetone; ethyl acetate / 17 h 7: hexane / 1 h / 5 - 45 °C View Scheme

1: triethylamine / dichloromethane / 29 h 2: potassium tert-butylate / toluene / 96 h / |Reflux 3: hydrogenchloride / water; methanol / 4 h 4: N-Acetyl-Dl-leucine / toluene; propan-1-ol / 20 - 95 °C / |Resolution of racemate 5: triethylamine / dichloromethane / 29 h 6: sodium hydrogencarbonate; Oxonereg; / water; acetone; ethyl acetate / 17 h 7: hexane / 1 h / 5 - 45 °C View Scheme

1: triethylamine / dichloromethane / 29 h 2: potassium tert-butylate / toluene / 96 h / |Reflux 3: hydrogenchloride / water; methanol / 4 h 4: N-Acetyl-Dl-leucine / toluene; propan-1-ol / 20 - 95 °C / |Resolution of racemate 5: triethylamine / dichloromethane / 29 h View Scheme

triethylamine in dichloromethane 29 h;

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1724849', constants.ctx, '0')">N-Acetyl-Dl-leucine</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1730733', constants.ctx, '0')">hexane</a> <br />&nbsp;Resolution of racemate;&nbsp;<br /> &nbsp;

<b>Multi-step reaction with 4 steps<br /> </b>1: Et₃N / CH₂Cl₂ / 20 &deg;C<br />2: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 &deg;C<br />3: n-BuLi / tetrahydrofuran / -78 &deg;C<br />4: 32 percent HCl / acetone / Heating<br /> <br /> &nbsp;

<b>Multi-step reaction with 5 steps<br /> </b>1: NaBH₄; H₂SO₄ / diethyl ether / 0 &deg;C<br />2: Et₃N / CH₂Cl₂ / 20 &deg;C<br />3: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 &deg;C<br />4: n-BuLi / tetrahydrofuran / -78 &deg;C<br />5: 32 percent HCl / acetone / Heating<br /> <br /> &nbsp;

<b>Multi-step reaction with 3 steps<br /> </b>1: 73 percent / CH₂Cl₂ / 16 h / Ambient temperature<br />2: 88 percent / BuLi / tetrahydrofuran / 2 h / -78 &deg;C<br />3: 1.) Bu₃Sn(Bu)Cu(CN)Li₂, 2.) (CH₃)SiI / 1.) THF, hexane, -78 deg C, 1 h, 2.) CHCl₃, 10 min<br /> <br /> &nbsp;