209850-56-6

Basic information

• Product Name: N-((S)-4-Diazo-1-methyl-3-oxo-butyl)-4-methyl-benzenesulfonamide
• Synonyms: N-((S)-4-Diazo-1-methyl-3-oxo-butyl)-4-methyl-benzenesulfonamide
• CAS NO: 209850-56-6
• Molecular Weight: 281.335
• Mol File: 209850-56-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: N-((S)-4-Diazo-1-methyl-3-oxo-butyl)-4-methyl-benzenesulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-((S)-4-Diazo-1-methyl-3-oxo-butyl)-4-methyl-benzenesulfonamide(209850-56-6)
• EPA Substance Registry System: N-((S)-4-Diazo-1-methyl-3-oxo-butyl)-4-methyl-benzenesulfonamide(209850-56-6)

Safety Data

• Hazardous Substances Data: 209850-56-6(Hazardous Substances Data)

Upstream product

• 209850-49-7 (S)-3-(Toluene-4-sulfonylamino)-butyric acid 
• 173034-72-5 methyl (3S)-3-(4-methylbenzene-1-sulfonamido)butanoate 
• 31981-99-4 N-((S)-3-Diazo-1-methyl-2-oxo-propyl)-4-methyl-benzenesulfonamide 
• 56271-34-2 (S)-2-(4-methylbenzenesulfonylamino)propionyl chloride 
• 4816-81-3 p-tosyl-L-alanine 
• 186581-53-3 diazomethane 

Relevant articles and documents

Wolff rearrangement of diazo ketones derived from N-p-tolylsulfonyl-protected α- and β-amino acids

Diazo ketones derived from N-p-tolylsulfonyl (tosyl)-protected α- and β-amino acids have been synthesized and their diazo decomposition under standard Wolff rearrangement conditions, PhCO2Ag-Et3N-MeOH, has been investigated. It is observed that, under these conditions, several different reaction pathways, including direct carbene N-H insertion, are possible. The reaction is markedly affected by the N-protecting group, the substrate structure and solvent. For those diazo ketones derived from N-tosyl-protected β-amino acids, the diazo decomposition with anhydrous THF as solvent and PhCO2Ag dissolved in Et3N as catalyst gives the corresponding 5-substituted pyrrolidinones in excellent yields.