反应详情

A solution of 2-methyl-3-{4-[2-(3-methyl-2-oxo-imidazolidin-4-yl)-ethoxy]-phenyl}-2-phenoxy-propionic acid ethyl ester (0.40 g, 0.94 mmol) in DMF (10 mL) is treated with NaH (60% oil suspension, 0.094 g, 2.35 mmol) and stirred at room temperature under N2 for 30 minutes. The reaction is cooled to 0° C. and treated with tetrabutylammonium iodide (0.040 g, 0.11 mmol) and 3-methoxybenzyl bromide (0.29 g, 1.43 mmol) and then warmed to room temperature and stirred for 1.5 h. The reaction is quenched with 1 N HCl (15 mL) and worked up extractively with Et2O and water. The organic layer is dried (MgSO4) and the solvent removed in vacuo to afford crude product that is purified by flash chromatography using 2:1 hexanes:acetone to afford 0.28 g (55%) 3-(4-{2-[1-(3-methoxy-benzyl)-3-methyl-2-oxo-imidazolidin-4-yl]-ethoxy}-phenyl)-2-methyl-2-phenoxy-propionic acid ethyl ester. 1H NMR. Rf=0.41 (1:1 acetone:hexanes). MS (ES+) Calc'd for C32H39N2O6 (M+1) 547. Found m/z 547 (100%).

1. temperatureThe reaction is cooled to 0° C.
2. temperaturewarmed to room temperature
3. stirringstirred for 1.5 h
4. customThe reaction is quenched with 1 N HCl (15 mL)
5. dry with materialThe organic layer is dried (MgSO4)
6. customthe solvent removed in vacuo
7. customto afford crude product that
8. customis purified by flash chromatography