反应详情

To a stirred solution of 5-benzyloxy-6-hydroxy-2-(1-pyridin-2-yl-cyclopentylmethyl)-pyrimidine-4-carboxylicacid (2-hydroxyethyl)-isopropylamide (439) (70 mg, 0.143 mmol), in dichloromethane (10 mL), TPP (131 mg, 0.5 mmol) diisopropyl azodicarboxylate (0.084 mL, 0.429 mmol) were added and stirring was continued for 1 h at room temperature while silica thin layer chromatography was performed (100% ethyl acetate, Rf=0.2). After completion of the reaction, water (10 mL) was added and the mixture was extracted with dichloromethane (2×30 mL). The organic part was dried over sodium sulfate, then concentrated and the resulting crude product was purified by normal silica gel (100-200 mesh) column chromatography using 70-80% ethyl acetate in hexane as gradient polarity mobile phase to get 9-benzyloxy-2-isopropyl-6-(1-pyridin-2-yl-cyclopentylmethyl)-3,4-dihydro-2H-pyrazino[1,2-c]pyrimidine-1,8-dione (440) (60.0 mg, 90.2%) as a white sticky liquid.

1. additionwas added
2. extractionthe mixture was extracted with dichloromethane (2×30 mL)
3. dry with materialThe organic part was dried over sodium sulfate
4. concentrationconcentrated
5. customthe resulting crude product was purified by normal silica gel (100-200 mesh) column chromatography