反应详情

To an ice-cooled mixed suspension of sodium hydride (350 mg, 8.8 mmol; 60% in mineral oil) in THF (4.5 ml) and DMF (1.5 ml), a mixed solution of Compound 45 (1.0 g, 1.7 mmol) in THF (4.5 ml) and DMF (1.5 ml) was gradually added, and this was followed by stirring for 30 minutes. A solution of Compound 20 (2.7 g, 6.8 mmol) in THF (4 ml) was added thereto, and this was followed by stirring for 20 minutes. After the ice bath was removed, stirring was further conducted at room temperature for 4 hours. After the product was again immersed in the ice bath, water was carefully added to stop the reaction, and this was followed by concentration under reduced pressure. Extraction from ethyl acetate was conducted, and the combined organic phases were washed with saturated brine and dried with anhydrous sodium sulfate. Filtration and concentration under reduced pressure were conducted, after which the residue obtained was purified by silica gel column chromatography (Yamazen YFLC Gel, eluent (ethyl acetate-ethyl acetate:methanol 19:1)) to yield Compound 46 (light-yellow oil 1.22 g, 59%).

1. additionmixed
2. stirringby stirring for 20 minutes
3. customAfter the ice bath was removed
4. stirringstirring
5. waitwas further conducted at room temperature for 4 hours
6. additionwas carefully added
7. customthe reaction
8. concentrationthis was followed by concentration under reduced pressure
9. extractionExtraction from ethyl acetate
10. washthe combined organic phases were washed with saturated brine
11. dry with materialdried with anhydrous sodium sulfate
12. filtrationFiltration and concentration under reduced pressure
13. customafter which the residue obtained
14. customwas purified by silica gel column chromatography (Yamazen YFLC Gel, eluent (ethyl acetate-ethyl acetate:methanol 19:1))