反应详情

A solution of (5R)-5-(2,2-dimethyl-4H-1,3-benzodioxin-6-yl)-1,3-oxazolidin-2-one (4.40 g) in anhydrous DMF (75 ml) was treated under nitrogen at 0° with sodium hydride (60% dispersion in mineral oil, 1.04 g) and the mixture stirred for 40 min. A solution of 1-[(2-[(6-bromohexyl)oxy]ethoxy)methyl]-3-nitrobenzene (8.12 g) in DMF (10 ml) was added and the mixture stirred at 20° for 2 h. Phosphate buffer (pH 6.5, 100 ml) and water (100 ml) were added and the product extracted with EtOAc (4×100 ml). The combined organic layer was washed with water (3×100 ml) and dried (Na2SO4). The solvent was removed in vacuo to give a residue that was purified by Biotage. Elution with EtOAc-PE (1:1 then 3:2) followed by solvent evaporation in vacuo gave the title compound (9.50 g). LCMS RT=3.75 min, ES+ve 529 (MH)+.

1. stirringthe mixture stirred at 20° for 2 h
2. extractionthe product extracted with EtOAc (4×100 ml)
3. washThe combined organic layer was washed with water (3×100 ml)
4. dry with materialdried (Na2SO4)
5. customThe solvent was removed in vacuo
6. customto give a residue that
7. customwas purified by Biotage
8. washElution with EtOAc-PE (1:1
9. custom3:2) followed by solvent evaporation in vacuo