208706-19-8

Basic information

• Product Name: 7-Oxabicyclo[4.1.0]hept-3-ene-2,5-dione, 3-amino-
• Synonyms: 7-Oxabicyclo[4.1.0]hept-3-ene-2,5-dione, 3-amino-
• CAS NO: 208706-19-8
• Molecular Formula: C₆H₅NO₃
• Molecular Weight: 139.11
• Mol File: 208706-19-8.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 7-Oxabicyclo[4.1.0]hept-3-ene-2,5-dione, 3-amino-(CAS DataBase Reference)
• NIST Chemistry Reference: 7-Oxabicyclo[4.1.0]hept-3-ene-2,5-dione, 3-amino-(208706-19-8)
• EPA Substance Registry System: 7-Oxabicyclo[4.1.0]hept-3-ene-2,5-dione, 3-amino-(208706-19-8)

Safety Data

• Hazardous Substances Data: 208706-19-8(Hazardous Substances Data)

Upstream product

• 208706-18-7 (2,5-Dioxo-7-oxa-bicyclo[4.1.0]hept-3-en-3-yl)-carbamic acid tert-butyl ester 

Downstream Products

• 163972-12-1 4,5-epoxy-1-lauroylamino-3,6-dioxocyclohexene 

Relevant articles and documents

The synthesis of alisamycin, nisamycin, LL-C10037α and novel epoxyquinol and epoxyquinone analogues of manumycin A

Versatile synthetic routes are described for the preparation of a range of epoxyquinol and epoxyquinone analogues of the antitumour antibiotic manumycin A lacking the lower side chain, and these procedures have also been applied to prepare the bioactive natural product LL-C10037α. The extension of this methodology to provide a general synthetic route to the manumycin family of antibiotics is discussed and exemplified by the first total synthesis of alisamycin and ent-alisamycin. This route includes the novel, stereoselective organometallic addition of the Corey-Wollenberg reagent (E- 2-tributylstannylethenyllithium) to the manumycin nucleus and palladium catalysed Stille coupling technology for the introduction of the polyunsaturated 2-amino-3-hydroxycyclopentenone derived amide. Similar methodology has also been employed to complete the first total synthesis of the antibiotic nisamycin.