反应详情

A solution of 531 mg (0.001 mole) of (3S-trans)-4-methyl-2-oxo-3-(phenyloxycarbonylamino)-1-azetidinesulfonic acid, tetrabutylammonium salt, in 15 ml of 1,2-dichloroethane is refluxed for 90 minutes with 278 μl of triethylamine and 250 μl of trimethylchlorosilane. After distillation of 5 ml of solvent, a solution of 136 mg of phenylacetic acid and 140 μl of triethylamine in 1 ml of dimethylformamide is added and the mixture is refluxed for 2 hours. The reaction mixture is poured into water and extracted into dichloromethane. After washing with saturated sodium bicarbonate solution, the organic layer is dried and evaporated. Trituration with ether gives 239 mg of (3S-trans)-4-methyl-2-oxo-3-(phenylacetylamino)-1-azetidinesulfonic acid, tetrabutylammonium salt.

1. distillationAfter distillation of 5 ml of solvent
2. additiona solution of 136 mg of phenylacetic acid and 140 μl of triethylamine in 1 ml of dimethylformamide is added
3. temperaturethe mixture is refluxed for 2 hours
4. additionThe reaction mixture is poured into water
5. extractionextracted into dichloromethane
6. washAfter washing with saturated sodium bicarbonate solution
7. customthe organic layer is dried
8. customevaporated