77869-36-4

Basic information

• Product Name: (E)-3-[(2R,3S)-2-(4-Methoxy-phenyl)-4-oxo-1-p-tolyl-azetidin-3-ylamino]-but-2-enoic acid methyl ester
• CAS NO: 77869-36-4
• Molecular Weight: 380.444
• Mol File: 77869-36-4.mol

Chemical Properties

• CAS DataBase Reference: (E)-3-[(2R,3S)-2-(4-Methoxy-phenyl)-4-oxo-1-p-tolyl-azetidin-3-ylamino]-but-2-enoic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-3-[(2R,3S)-2-(4-Methoxy-phenyl)-4-oxo-1-p-tolyl-azetidin-3-ylamino]-but-2-enoic acid methyl ester(77869-36-4)
• EPA Substance Registry System: (E)-3-[(2R,3S)-2-(4-Methoxy-phenyl)-4-oxo-1-p-tolyl-azetidin-3-ylamino]-but-2-enoic acid methyl ester(77869-36-4)

Safety Data

• Hazardous Substances Data: 77869-36-4(Hazardous Substances Data)

Upstream product

• 3246-78-4 N-(4-methoxybenzylidene)-4-methylaniline 
• 93681-34-6 N-(α-methyl-β-mehoxycarbonylvinyl)aminoacetic acid potassium salt 
• 123-11-5 4-methoxy-benzaldehyde 
• 106-49-0 p-toluidine 
• 105-45-3 acetoacetic acid methyl ester 
• 83306-66-5 N-(p-methoxybenzylidene)-p-toluidine 

Downstream Products

• 50708-28-6 (3R,4S)-3-Amino-4-(4-methoxy-phenyl)-1-p-tolyl-azetidin-2-one 
• 77869-38-6 cis-1-p-tolyl-4-p-anisyl-3-acetamidoazetidin-2-one 

Relevant articles and documents

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.