反应详情

温度

-75 °C

(S)-3-[[(1,1-Dimethylethoxy)carbonyl]amino]-2-azetidinone (1.12 g) was dissolved in dry tetrahydrofuran (120 ml) and stirred at -75° C. under dry nitrogen. sec-Butyl lithium (4.44 ml of a 1.35 M solution in cyclohexane) was added and followed in two minutes by methylsulfonyl isocyanate (0.72 ml). After stirring for 25 minutes at -75° C., the reaction was quenched by the addition of 0.5 M pH 5.5 monobasic potassium phosphate buffer (60 ml), diluted with ethyl acetate-water, acidified to pH 2.5 with 3N hydrochloric acid, and (60 ml), diluted with ethyl acetate-water, acidified to pH 2.5 with 3N hydrochloric acid, and extracted with ethyl acetate (three times). The extract was washed with water, dried over anhydrous sodium sulfate, and evaporated to dryness in vacuo to yield the desired product as a foam (1.73 g).

1. stirringAfter stirring for 25 minutes at -75° C.
2. customthe reaction was quenched by the addition of 0.5 M pH 5.5 monobasic potassium phosphate buffer (60 ml)
3. additiondiluted with ethyl acetate-water
4. additiondiluted with ethyl acetate-water
5. extractionextracted with ethyl acetate (three times)
6. washThe extract was washed with water
7. dry with materialdried over anhydrous sodium sulfate
8. customevaporated to dryness in vacuo