1: 1.) APTS, 2.) Et3N / 1.) reflux 2: 1.) H2, 2.) LiAlH4 / 1.) Pd/C / 1.) MeOH, 2.) Et2O, reflux View Scheme

<b>Multi-step reaction with 2 steps<br /> </b>1: DMAP, 1-ethyl-3-&lt;3-(dimethylamino)propyl&gt;carbodiimide hydrochloride / CH₂Cl₂ / 1.) 0 deg C, 2 h, 2.) r.t., overnight<br />2: 65 percent / BBr₃ / CH₂Cl₂ / 1 h / Ambient temperature<br /> <br /> &nbsp;

<b>Multi-step reaction with 5 steps<br /> </b>1: 57 percent / HCl / Heating<br />2: 1.) MCPBA, 2.) 10 N KOH / 1.) CH₂Cl₂, reflux, 18 h<br />3: 1.) KOH, 2.) HCl<br />4: 80 percent / EDCl, DMAP / CH₂Cl₂ <br />5: BBr₃ / CH₂Cl₂ / Ambient temperature<br /> <br /> &nbsp;