1: 5-bromo-2-{(1R)-1-[(2,2-dimethylpropanoyl)amino]ethyl}benzyl acetate With sodium hydroxide; tetrabutylammomium bromide in water; toluene T=35°C; 1 h; 2: methanesulfonyl chloride With triethylamine T=10°C; 0.666667 h; 3: trityl chloride; ethylene glycol With hydrogenchloride; sodium hydroxide; tetrabutylammomium bromide; triethylamine more than 3 stages;

triethylamine in dichloromethane T=20°C; 2 h;

1.1: n-BuLi; triisopropyl borate / tetrahydrofuran; hexane / 1 h / -65 °C 1.2: 87 percent / ethanol / 1 h / 45 °C 2.1: AcOH / 1,2-dimethoxy-ethane; H2O / 0.5 h / 20 °C 2.2: 92 percent / [(C6H5)3P]2PdCl2; Na2CO3 / 1.5 h / Heating 3.1: 86 percent / HCl / ethanol; H2O / 1 h / 20 °C View Scheme

1: (+)-(R)-5-bromo-1-methyl-2-(triphenylmethyl)isoindoline With n-butyllithium; tri-isopropoxy-borane in tetrahydrofuran; hexane T=-65°C; 1 h; 2: bis-(2-hydroxy-ethyl)-amine in ethanol T=45°C; 1 h;