反应详情

To a stirred solution of 5-benzyloxy-6-hydroxy-2-(1-pyridin-2-yl-cyclopentylmethyl)-pyrimidine-4-carboxylicacidcyclopropylmethyl-(2-hydroxyethyl)-amide (447) (80 mg, 0.159 mmol), in dichloromethane (5 mL), TPP (146.13 mg, 0.558 mmol) and diisopropyl azodicarboxylate (0.094 mL, 0.478 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 (5 mL) was added and the mixture was extracted with dichloromethane (2×30 mL) and the organic phase was dried and concentrated. The resulting crude product was purified by normal silica gel (100-200) column chromatography using 60-70% ethyl acetate in hexane as a gradient polarity mobile phase to get 9-benzyloxy-2-cyclopropylmethyl-6-(1-pyridin-2-yl-cyclopentylmethyl)-3,4-dihydro-2H-pyrazino[1,2-c]pyrimidine-1,8-dione (448) (45.0 mg, 58%) as a white solid.

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