92959-54-1

Basic information

• Product Name: N₁-benzoyl-N₂-tert-butoxycarbonyldiazene
• Synonyms: N₁-benzoyl-N₂-tert-butoxycarbonyldiazene
• CAS NO: 92959-54-1
• Molecular Weight: 234.255
• Mol File: 92959-54-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: N₁-benzoyl-N₂-tert-butoxycarbonyldiazene(CAS DataBase Reference)
• NIST Chemistry Reference: N₁-benzoyl-N₂-tert-butoxycarbonyldiazene(92959-54-1)
• EPA Substance Registry System: N₁-benzoyl-N₂-tert-butoxycarbonyldiazene(92959-54-1)

Safety Data

• Hazardous Substances Data: 92959-54-1(Hazardous Substances Data)

Upstream product

• 98-88-4 benzoyl chloride 
• 870-46-2 t-butoxycarbonylhydrazine 
• 92789-04-3 N'-benzoylhydrazinecarboxylic acid tert-butyl ester 

Downstream Products

• 1126669-38-2 tert-butyl (R)-5-ethyl-6-oxo-2,5-diphenyl-5,6-dihydro-1,3,4-oxadiazine-4-carboxylate 
• 50996-03-7 benzamidoacetone 
• 170384-29-9 (+/-)-1-(N-tert-Butoxycarbonylamino)propan-2-one 

Relevant articles and documents

Synthesis of α-aminocarbonyl compounds via hetero dielsalder reaction

A synthetic route to α-aminoketone derivatives via a hetero DielsAlder reaction is described. Diacylhydrazine was oxidized by tert-butyl hypochlorite in the presence of pyridine. After evaporation, the hetero DielsAlder reaction with diene was carried out without isolation of the azodicarbonyl compound. Quantitative hetero DielsAlder reaction was possible with 1 equivalent of diene when Hf(OTf)4 or AgOTf was used as the catalyst. The NN bond of the product was cleaved by SmI2-reduction in the presence of tert-BuOH in THF. Further, ozonolysis of the C=C double bond afforded the α-aminoketone derivative in excellent yield.