反应详情

温度

100 °C

To 50 ml of a dry DMF solution containing 2.583 g of 2-(N-t-butoxycarbonylamino)methylthiazol-4-carboxylic acid, 1.53 ml of triethylamine and 2.37 ml of azido diphenylphosphate were added. Immediately after the mixed solution was then heated at an oil temperature of 100° C. for 10 minutes under stirring, it was cooled on ice to return its temperature to room temperature. Further, 2.0 ml of dry methanol was added, and after heating at an oil temperature of 80° C. for 30 minutes, the solvent was evaporated under reduced pressure. The residue was diluted with 100 ml of ethyl acetate and then washed with a 15% aqueous potassium carbonate solution, and the separated organic layer was then combined with a liquid extracted from the aqueous layer with 50 ml of ethyl acetate. Furthermore, the solution was washed with distilled water and a saturated saline solution in succession, and then dried over anhydrous magnesium sulfate. Afterward, the solvent was evaporated under reduced pressure to obtain an oil, and this oil was then purified by a silica gel column chromatograph to obtain 817 mg of 2-(N-t-butoxycarbonylamino)methyl-4-methoxycarbonylaminothiazole as a slightly red crystal.

1. additionwere added
2. temperatureit was cooled on ice
3. customto room temperature
4. temperatureafter heating at an oil temperature of 80° C. for 30 minutes
5. customthe solvent was evaporated under reduced pressure
6. additionThe residue was diluted with 100 ml of ethyl acetate
7. washwashed with a 15% aqueous potassium carbonate solution
8. extractionextracted from the aqueous layer with 50 ml of ethyl acetate
9. washFurthermore, the solution was washed with distilled water
10. dry with materiala saturated saline solution in succession, and then dried over anhydrous magnesium sulfate
11. customAfterward, the solvent was evaporated under reduced pressure
12. customto obtain an oil
13. customthis oil was then purified by a silica gel column chromatograph