88367-34-4

Basic information

• Product Name: 4-Oxa-1-azabicyclo[3.2.0]heptan-7-one, 2-[(4-chlorophenyl)seleno]-3-(2-methoxyethylidene)-
• CAS NO: 88367-34-4
• Molecular Formula: C14H14ClNO3Se
• Molecular Weight: 358.683
• Mol File: 88367-34-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 4-Oxa-1-azabicyclo[3.2.0]heptan-7-one, 2-[(4-chlorophenyl)seleno]-3-(2-methoxyethylidene)-(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Oxa-1-azabicyclo[3.2.0]heptan-7-one, 2-[(4-chlorophenyl)seleno]-3-(2-methoxyethylidene)-(88367-34-4)
• EPA Substance Registry System: 4-Oxa-1-azabicyclo[3.2.0]heptan-7-one, 2-[(4-chlorophenyl)seleno]-3-(2-methoxyethylidene)-(88367-34-4)

Safety Data

• Hazardous Substances Data: 88367-34-4(Hazardous Substances Data)

Upstream product

• 60805-87-0 p-chlorobenzeneselenenyl bromide 
• 64282-66-2 9-O-methylclavulanic acid 

Downstream Products

• 88367-37-7 2-(2-oxoazetidin-4-yloxy)-1-(2,4-dinitrophenylhydrazono)-4-methoxy-(Z)-but-2-ene 
• 20541-49-5 bis(p-chlorophenyl) diselenide 
• 93680-57-0 (Z)-(5R)-3-hydroxy-2-(2-methoxyethylidene)clavam 
• 88367-39-9 (Z)-4-Methoxy-2-((R)-4-oxo-azetidin-2-yloxy)-but-2-enal 
• 88367-36-6 (Z)-(2R)-2-(p-chlorophenylselenocarbonylmethyl)-5-(2-methoxyethylidene)-2,5-dihydro-oxazole 

Relevant articles and documents

Oxidative Decarboxylation of Clavulanic Acid and Its 9-Methyl Ether

The carboxy group of clavulanic acid has been replaced by a methoxy group, an acetoxy group, and a m-chlorobenzoyloxy group using standard methods for oxidative decarboxylation (electrolysis, reaction with lead tetra-acetate, and decarboxylative rearrangement of a diacyl peroxide, respectively).In an unexpected reaction, 9-O-methylclavulanic acid (20) reacted with p-chlorophenylselenenyl bromide and base to give 3-(p-chlorophenylseleno)-2-(2-methoxyethylidene)clavam (21).Refluxing a solution of compound (21) in toluene gave 3-hydroxy-2-(2-methoxyethylidene)clavam and b is(p-chlorophenyl)diselenide, the overall result being the replacement of the carboxy group in the acid (20) by a hydroxy group.In chloroform, this 3-hydroxyclavam exists predominantly as the ring-opened aldehyde.Possible mechanisms for the formation of the seleno derivative (21) and its decomposition in refluxing toluene are discussed.