反应详情

温度

50 °C

To a mixture of (S)-tert-butyl((3-hydroxyphenyl)(phenyl)methyl)carbamate (8.0 g, 26.7 mmol) and cesium carbonate (13.1 g, 37.4 mmol) in DMF (130 ml) was added 4-(toluene-4-sulfonyloxymethyl)-piperidine-1-carboxylic acid benzyl ester (12.94 g, 32.1 mmol). The resulting reaction mixture was stirred at 50° C. for 17 hours. The reaction mixture was diluted with water and extracted with ethyl acetate (×3). The combined organic extracts were washed with brine (×3), dried (magnesium sulfate), filtered and the solvent evaporated at reduced pressure. The residue was purified by flash column chromatography eluting with 0 to 50% ethyl acetate/iso-hexane to afford the title compound (13.7 g, 93%).

1. customThe resulting reaction mixture
2. extractionextracted with ethyl acetate (×3)
3. washThe combined organic extracts were washed with brine (×3)
4. dry with materialdried (magnesium sulfate)
5. filtrationfiltered
6. customthe solvent evaporated at reduced pressure
7. customThe residue was purified by flash column chromatography
8. washeluting with 0 to 50% ethyl acetate/iso-hexane