反应详情

温度

100 °C

N-[[(5S)-3-[3-fluoro-4-(tetrahydro-2-methyl-1,1-dioxido-2H-1,2-thiazin-4-yl)phenyl]-2-oxo-5-oxazolidinyl]methyl]acetamide (100 mg, 0.25 mmol) and Lawesson's Reagent (122 mg, 0.30 mmol) were dissolved in dioxane (10 mL) under nitrogen. The reaction is heated to 100° C. for 20 minutes then cooled to ambient and evaporated. The residue is partitioned between ethyl acetate (150 mL) and water (50 mL). The organic phase is washed 3 times with water (50 mL) and brine (50 mL), then dried over MgSO4, filtered and evaporated to a nearly colorless glass. The product is purified by radial chromatography over silica gel, eluting with 0-10% methanol-methylene chloride to give a white solid foam (89 mg, 85%). MP=95-98° C., decomposes.

1. temperaturethen cooled
2. customevaporated
3. customThe residue is partitioned between ethyl acetate (150 mL) and water (50 mL)
4. washThe organic phase is washed 3 times with water (50 mL) and brine (50 mL)
5. dry with materialdried over MgSO4
6. filtrationfiltered
7. customevaporated to a nearly colorless glass
8. customThe product is purified by radial chromatography over silica gel
9. washeluting with 0-10% methanol-methylene chloride