79006-93-2

Upstream product

• 953-21-9 Phenyl-[(E)-3-phenyl-prop-2-en-(Z)-ylidene]-amine 
• 93681-34-6 N-(α-methyl-β-mehoxycarbonylvinyl)aminoacetic acid potassium salt 
• 62-53-3 aniline 
• 104-55-2 3-phenyl-propenal 

Downstream Products

• 93681-36-8 (3S,4R)-3-Amino-1-phenyl-4-((E)-styryl)-azetidin-2-one 

Relevant academic research and scientific papers

Synthesis of β-lactams from acetic acids and imines induced by phenyl dichlorophosphate reagent

The development of a practical method for the preparation of vinylamino-β-lactams from Dane salts and Schiff bases is described. Among the reagents known to produce β-lactams from imines and acetic acids, only phenyl dichlorophosphate and 1-methyl-2-chloropyridinium iodide are suitable for the synthesis of vinylamino-β-lactams. Reaction of acetic acids with ethanolimine derivatives promoted by phenyl dichlorophosphate affords oxazolidines instead of β-lactams. Protection of the hydroxyl group as the trimethylsilyl ether in the starting Schiff bases provides a convenient route to the corresponding β-lactams instead of oxazolidines. Some observations on the scope of the method are made.