反应详情

4-(Tert-butyldimethylsilyloxy)piperidine (0.23 g), cesium carbonate (0.44 g), tris(dibenzylideneacetone)dipalladium(0) (9.8 mg), 2-dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl (26 mg), and palladium(II) acetate (4.8 mg) were added to a toluene (4.5 mL) solution of tert-butyl 2-(2-(benzyloxy)-5-bromobenzamido)-4-phenylbenzoate (0.30 g), followed by heating to reflux under a nitrogen atmosphere for 4 hours and 30 minutes. The reaction mixture was cooled to room temperature, and water and ethyl acetate were added thereto. The insoluble substance was removed by filtration. The organic layer was separated, washed with saturated aqueous solution of sodium chloride, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography [Kanto Chemical Co., Inc., silica gel 60 (spherical), eluent: 100-90% hexane/ethyl acetate] to obtain 0.32 g of tert-butyl 2-(2-(benzyloxy)-5-(4-(tert-butyldimethylsilyloxy)piperidin-1-yl)benzamido)-4-phenylbenzoate.

1. temperatureby heating
2. temperatureto reflux under a nitrogen atmosphere for 4 hours and 30 minutes
3. customThe insoluble substance was removed by filtration
4. customThe organic layer was separated
5. washwashed with saturated aqueous solution of sodium chloride
6. dry with materialdried over anhydrous magnesium sulfate
7. customthe solvent was evaporated under reduced pressure
8. customThe obtained residue was purified by silica gel column chromatography [Kanto Chemical Co., Inc., silica gel 60 (spherical), eluent: 100-90% hexane/ethyl acetate]