反应详情

温度

50 °C

To a solution of methyl 2-(4-(3-chloropropylsulfonamido)phenyl)-2-methoxyacetate (1.03 g, 3.07 mmol) in anhydr DMF (10 mL) was added N,N-diisopropylethylamine (2.0 mL, 11.5 mmol). The mixture was heated at 50° C. under argon for 17 hrs. After cooling to room temperature, the reaction was diluted with H2O, 1 M HCl and brine then extracted with EtOAc. The combined organics were washed with 1 M HCl, H2O and brine the dried over Na2SO4 and concentrated in vacuo. The residue was triturated with Et2O-EtOAc. After sitting overnight, the solution was decanted from solids then concentrated in vacuo. Purification by chromatography (50-70% EtOAc-hexanes) provided methyl 2-(4-(1,1-dioxidoisothiazolidin-2-yl)phenyl)-2-methoxyacetate as an impure oil (0.69 g, 75% yield). The product was used in the next synthetic step without further purification.

1. temperatureAfter cooling to room temperature
2. extractionthen extracted with EtOAc
3. washThe combined organics were washed with 1 M HCl, H2O and brine the
4. dry with materialdried over Na2SO4
5. concentrationconcentrated in vacuo
6. customThe residue was triturated with Et2O-EtOAc
7. customthe solution was decanted from solids
8. concentrationthen concentrated in vacuo
9. customPurification by chromatography (50-70% EtOAc-hexanes)