24946-59-6

Basic information

• Product Name: [1]Benzopyrano[3,4-b]furo[2,3-h][1]benzopyran-6(6aH)-one,1,2,12,12a-tetrahydro-8,9-dimethoxy-2-(1-methylethenyl)-, (2R,6aR,12aR)-
• Synonyms: [1]Benzopyrano[3,4-b]furo[2,3-h][1]benzopyran-6(6aH)-one,1,2,12,12a-tetrahydro-8,9-dimethoxy-2-(1-methylethenyl)-, [2R-(2a,6ab,12ab)]-; [1]Benzopyrano[3,4-b]furo[2,3-h][1]benzopyran-6(6abH)-one, 1,2,12,12ab-tetrahydro-2a-isopropenyl-8,9-dimethoxy-, (+)-(8CI); (+)-Epirotenone; 5'b-Epirotenone; Epirotenone; Epirotenone, (+)-
• CAS NO: 24946-59-6
• Molecular Formula: C23H22 O6
• Molecular Weight: 394.424
• Mol File: 24946-59-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: [1]Benzopyrano[3,4-b]furo[2,3-h][1]benzopyran-6(6aH)-one,1,2,12,12a-tetrahydro-8,9-dimethoxy-2-(1-methylethenyl)-, (2R,6aR,12aR)-(CAS DataBase Reference)
• NIST Chemistry Reference: [1]Benzopyrano[3,4-b]furo[2,3-h][1]benzopyran-6(6aH)-one,1,2,12,12a-tetrahydro-8,9-dimethoxy-2-(1-methylethenyl)-, (2R,6aR,12aR)-(24946-59-6)
• EPA Substance Registry System: [1]Benzopyrano[3,4-b]furo[2,3-h][1]benzopyran-6(6aH)-one,1,2,12,12a-tetrahydro-8,9-dimethoxy-2-(1-methylethenyl)-, (2R,6aR,12aR)-(24946-59-6)

Safety Data

• Hazardous Substances Data: 24946-59-6(Hazardous Substances Data)

Upstream product

• 70186-80-0 (-)-(R)-(6,7-dimethoxy-2H-chromen-4-yl)(4-hydroxy-2-isopropenyl-2,3-dihydrobenzofuran-5-yl)methanone 
• 70186-78-6 (R)-2-isopropenyl-2,3-dihydro-1-benzofuran-4-ol 

Downstream Products

• 5964-15-8 6aα,12aα-isorotenone 
• 549-22-4 (+/-)-cis-isorotenone 

Relevant articles and documents

The first stereoselective synthesis of the natural product, rotenone

The total syntheses of rotenone and munduserone are reported in this paper. The synthesis of rotenone involves two key transformations, the first of which is a Pd π-allyl mediated cyclisation for the construction of the dihydrobenzofuran skeleton. The second is a 6-endo-hydroarylation which yields the chromene as a precursor to rotenone. The synthesis of rotenone was achieved in 17 steps from resorcinol and constitutes the first stereoselective synthesis of this complex natural product.