反应详情

A mixture of (5R)-3-[6-(but-3-ynyloxy)hexyl]-5-(2,2-dimethyl-4H-1,3-benzodioxin-6-yl)-1,3-oxazolidin-2-one (0.256 g) and 3-bromo-N,N-dimethylbenzene sulphonamide (0.208 g) in pyrrolidine (4 ml) was degassed using vacuum/nitrogen cycle. Cuprous iodide (0.005 g) and dichlorobis(triphenylphosphine)palladium (0.037 g) were added and the mixture was stirred at 80° for 45 min under nitrogen. The mixture was diluted with EtOAc and washed with water. The aqueous phase was extracted with EtOAc and the combined organic phases washed with brine, dried (Na2SO4) and evaporated to dryness. The residue was dissolved in CH2Cl2 and applied to a silica Bond Elut Cartridge (10 g). The cartridge was eluted with CH2Cl2, cyclohexane/Et2O, Et2O and EtOAc. Evaporation of the ether fractions gave an oil which was repurified by silica Bond Elut to give the title compound (0.23 g), ES+ve 585 (MH)+.

1. customwas degassed
2. additionCuprous iodide (0.005 g) and dichlorobis(triphenylphosphine)palladium (0.037 g) were added
3. additionThe mixture was diluted with EtOAc
4. washwashed with water
5. extractionThe aqueous phase was extracted with EtOAc
6. washthe combined organic phases washed with brine
7. dry with materialdried (Na2SO4)
8. customevaporated to dryness
9. dissolutionThe residue was dissolved in CH2Cl2
10. washThe cartridge was eluted with CH2Cl2, cyclohexane/Et2O, Et2O and EtOAc
11. customEvaporation of the ether fractions
12. customgave an oil which
13. customwas repurified by silica Bond Elut