反应详情

温度

-78 °C

Trifluoroacetic anhydride (400 mg., 1.905 mmol) is added by syringe to a solution of dimethyl sulfoxide (2.53 mmol) in dry methylene chloride (5 ml) at -78° C. The resulting mixture is stirred at -78° C. for 30 minutes prior to the addition of a solution of (3RS,4R)-1-(t-butyldimethylsilyl)-3-[(RS)-1-hydroxyethyl]-4-[2,2,2-tri(methylthio)ethyl]azetidin-2-one (500 mg., 1.27 mmol) in dry CH2 cl2 (1 ml). The resulting solution is stirred for 30 minutes prior to the addition of triethylamine (360 mg., 3.56 mmol). The cooling bath is removed. After 40 minutes, the reaction mixture is diluted with CH2Cl2, washed with water and brine and dried over magnesium sulfate. Removal of solvents in vacuo gives an oil which is purified as above. Yields 432 mg. (86%).

1. stirringThe resulting solution is stirred for 30 minutes
2. customThe cooling bath is removed
3. waitAfter 40 minutes
4. additionthe reaction mixture is diluted with CH2Cl2
5. washwashed with water and brine
6. dry with materialdried over magnesium sulfate
7. customRemoval of solvents in vacuo
8. customgives an oil which
9. customis purified as above
10. customYields 432 mg