126686-02-0

Basic information

• Product Name: ethyl 2-diazo-4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-3-oxobutanoate
• Synonyms: ethyl 2-diazo-4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-3-oxobutanoate
• CAS NO: 126686-02-0
• Molecular Formula: C₁₄H₁₁N₃O₅
• Molecular Weight: 301.25424
• Mol File: 126686-02-0.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: ethyl 2-diazo-4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-3-oxobutanoate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 2-diazo-4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-3-oxobutanoate(126686-02-0)
• EPA Substance Registry System: ethyl 2-diazo-4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-3-oxobutanoate(126686-02-0)

Safety Data

• Hazardous Substances Data: 126686-02-0(Hazardous Substances Data)

Upstream product

• 85-44-9 phthalic anhydride 
• 39538-08-4 Phthalimidoacetic acid imidazolide 
• 4702-13-0 N-phthaloylglycine 
• 1074-82-4 potassium phtalimide 
• 188475-10-7 4-bromo-2-diazo-3-oxobutyric acid ethyl ester 
• 13855-80-6 ethyl 4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-3-oxobutanoate 

Downstream Products

• 126686-04-2 ethyl 4,12b-epoxy-3a,4,5,6,12b,12c-hexahydro-1,3,5,8-tetraoxo-1H-pyrrolo<3,4-k>5H-azepino<2,1-a>isoindole-4-carboxylate 

Relevant articles and documents

Tetrasubstituted Furans by Nucleophile-Induced Cleavage of Carbonyl Ylide-DMAD Cycloadducts

Compounds incorporating a 4-aza-8-oxabicyclo[3.2.1]oct-6-en-2-one moiety, which were prepared by a tandem carbenoid carbonyl ylide cyclization/[3+2]-cycloaddition reaction from ethyl 2-diazo-3-oxo-4-phthalimidobutanoates, undergo a nucleophile-induced two-bond ring cleavage when treated with protic heteronucleophiles. In this manner, tetrasubstituted furantricarboxylates, tethered with α-amino acids, esters, thioesters, and amides by a 2-carbonylphenyl moiety, are obtained.

Azomethine ylide generation via the dipole cascade

A series of N-acyl 2-diazo-3-oxobutanoates, when treated with a catalytic quantity of a rhodium(II) carboxylate, were found to afford substituted pyrroles derived from an azomethine ylide intermediate. The initial reaction involves generation of the expec