1: dichloromethane; isopropyl alcohol / 5 h / |Large scale 2: triethylamine; carbonic acid dimethyl ester / 0.5 h / 4 - 10 °C / |Large scale 3: potassium tert-butylate / isopropyl alcohol; tert-butyl alcohol / 1 h / 20 °C / |Large scale 4: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene / 0.25 h / 10 °C / |Large scale 5: acetone / 1 h / 0 - 5 °C / |Large scale View Scheme

1: 98 percent / Et3N / CH2Cl2 / 0.5 h / -10 - -5 °C 2: 86 percent / t-BuOK / 2-methyl-propan-2-ol / 3 h / Ambient temperature 3: RED-AL / toluene / 4 h / Ambient temperature View Scheme

in ethyl acetate 16 h;

<b>Multi-step reaction with 3 steps<br /> </b>1: 84 percent / Et₃N / CH₂Cl₂ / 0.5 h / 0 - 5 &deg;C<br />2: 2N NaOH / dioxane / 4 h / Ambient temperature<br />3: 32percent NH₄OH / methanol / 6 h / sealed flask<br /> <br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1: 2N NaOH / dioxane / 4 h / Ambient temperature<br />2: 32percent NH₄OH / methanol / 6 h / sealed flask<br /> <br /> &nbsp;

<b>Multi-step reaction with 6 steps<br /> </b>1: MCPBA / CH₂Cl₂ / 0 deg C, 1.5 h, then RT, 24 h<br />2: 1.) NaOH / 1.) H₂O, 70 deg C; 2.) H₂O, 70 deg C, 2.5 h<br />3: 61 percent / pyridine / 2 h / -10 &deg;C<br />4: 84 percent / Et₃N / CH₂Cl₂ / 0.5 h / 0 - 5 &deg;C<br />5: 2N NaOH / dioxane / 4 h / Ambient temperature<br />6: 32percent NH₄OH / methanol / 6 h / sealed flask<br /> <br /> &nbsp;