Acetic Acid → Azetidon

Participants

Reaction Conditions

Reaction Steps

After 155 mg of (3R,4R)-3-[(R)-1-tert-butyldimethylsilyloxyethyl]-4-trimethylsilyloxyazetidin-2-one was dissolved in 1.6 ml of tetrahydrofuran, the mixture was cooled to -35° C. And thereto 0.03 ml (concentration: 1.84% by volume) of acetic acid, 0.5 ml of acetic anhydride and then 20 mg (concentration: 0.92% by weight) of 4-dimethylaminopyridine were added. The mixture was stirred for 22 hours at -35° C. After the same treatment as in Example 16, it was analyzed by means of high performance liquid chromatography used in Example 16 to find 84 mg of (3R,4R)-4-acetoxy-3-[(R)-1-tert-butyldimethylsilyloxyethyl]azetidin-2-one (yield: 60%).

Provenance & Evidence