合成路线1

An asymmetric total synthesis of tolterodine has been described: The regioselective addition of 2-benzyloxy-5-methylphenyl bromide (II) to 4(R)-phenyl-3-[3-phenyl-2(E)-propenoyl]oxazolidin-2-one (I) by means of Mg/CuBr/dimethylsulfide in THF gives 3-[3(R)-(5-benzyloxy-2-methylphenyl)-3-phenylpropionyl]-4(R)-phenyloxazolidin-2-one (III), which is hydrolyzed with LiOH/H2O2 in THF/water to the corresponding free acid (IV). The reaction of (IV) with SOCl2/pyridine in benzene yields the acid chloride (V), which is treated with diisopropylamine to afford the corresponding amide (VI). The reduction of (VI) with LiAlH4 in ethyl ether gives the tertiary amine (VII), which is finally, debenzylated by hydrogenation with H2 over Pd/C in methanol.