tert-Butyl bromoacetate → HCID 131714545, compound

Participants

Reaction Conditions

Reaction Steps

To a suspension of potassium cyanate (558 mg, 6.9 mmol) in 6 ml of dimethylformamide was added t-butyl bromoacetate (1.1 ml, 6.6 mmol). The mixture was heated to 100° C. for 1 hour and cooled to room temperature. (3s-cis)-3-[[(t-butyloxy)carbonyl]amino]-4-methyl-2-azetidinone (1.2 g, 6.0 mmol) was then added, and the mixture was heated to 65° C. After being stirred at 65° C. for 1 hour, the mixture was heated to 100° C. and stirred for an additional hour. Additional isocyanate was prepared (using 558 mg potassium cyanate and 1.1 ml of t-butyl bromoacetate as described above) and added to the reaction mixture at room temperature. After being heated at 65° C. for 1 hour and 100° C. for 1 hour, the reaction mixture was stirred at room temperature overnight.

Provenance & Evidence