97934-88-8

Upstream product

• 93681-34-6 N-(α-methyl-β-mehoxycarbonylvinyl)aminoacetic acid potassium salt 
• 80542-53-6 N-Benzylidene-2,4-dimethoxybenzylamine 
• 105-45-3 acetoacetic acid methyl ester 
• 20781-21-9 2,4-dimethoxybenzylamine hydrochloride 
• 100-52-7 benzaldehyde 
• 80542-53-6 (2,4-Dimethoxy-benzyl)-[1-phenyl-meth-(E)-ylidene]-amine 

Downstream Products

• 97934-89-9 (3S,4R)-3-Amino-1-(2,4-dimethoxy-benzyl)-4-phenyl-azetidin-2-one 
• 97934-54-8 cis-1-(2,4-dimethoxybenzyl)-3-phenylacetamido-4-phenyl-2-azetidinone 
• 112403-32-4 N-[(3S,4R)-1-(2,4-Dimethoxy-benzyl)-2-oxo-4-phenyl-azetidin-3-yl]-benzamide 

Relevant academic research and scientific papers

N,N-DIMETHYLPHOSPHORAMIDIC DICHLORIDE: A CONVENIENT REAGENT FOR THE PREPARATION OF β-LACTAMS FROM ACETIC ACIDS AND IMINES

A convenient reagent for the preparation of β-lactams from acetic acids and imines is described.A new route to α-keto-β-lactams from 3-bis(ethylthio)β-lactams is also reported.Reaction of 4-acethyl-β-lactams with diazomethane is also made.

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.