反应详情

Using a commercially available 1,4-dioxo-8-aza-spiro[4.5]decane, (S)-N-{3-[4-(1,4-dioxa-8-aza-spiro[4.5]dec-8-yl)-3-fluoro-phenyl]-2-oxo-oxazolidin-5-ylmethyl}- acetamide is synthesized by the same method as in Step 1. To an acetone solution (70 ml) of this compound (3.79 g), water (20 ml) and p-toluenesulfonic acid monohydrate (3.66 g) are added successively and the mixture is heated under reflux for 3 hours. After the reaction mixture is cooled to room temperature, acetone is distilled off and the aqueous layer is neutralized with triethylamine. The solution is extracted with methylene chloride and the organic layer is washed with brine, dried over anhydrous sodium sulfate. The solvent is evaporated and the residue is purified by silica gel column chromatography (solvent: chloroform/methanol=50/1-25/1) to afford the title compound.

1. customis synthesized by the same method as in Step 1
2. temperaturethe mixture is heated
3. temperatureunder reflux for 3 hours
4. distillationacetone is distilled off
5. extractionThe solution is extracted with methylene chloride
6. washthe organic layer is washed with brine
7. dry with materialdried over anhydrous sodium sulfate
8. customThe solvent is evaporated
9. customthe residue is purified by silica gel column chromatography (solvent: chloroform/methanol=50/1-25/1)