478-10-4

Basic information

• Product Name: elliptone
• Synonyms: 12,12a-Dihydro-8,9-dimethoxy[1]benzopyrano[3,4-b]furo[2,3-h][1]benzopyran-6(6aH)-one;Derride
• CAS NO: 478-10-4
• Molecular Formula: C20H16O6
• Molecular Weight: 352.33744
• Mol File: 478-10-4.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 511.2°Cat760mmHg
• Flash Point: 263°C
• Appearance: /
• Density: 1.347g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.625
• CAS DataBase Reference: elliptone(CAS DataBase Reference)
• NIST Chemistry Reference: elliptone(478-10-4)
• EPA Substance Registry System: elliptone(478-10-4)

Safety Data

• Hazardous Substances Data: 478-10-4(Hazardous Substances Data)

Usage

InChI:InChI=1/C20H16O6/c1-22-15-7-12-14(8-16(15)23-2)25-9-17-18(12)19(21)11-3-4-13-10(5-6-24-13)20(11)26-17/h3-8,17-18H,9H2,1-2H3

Upstream product

• 811464-19-4 6',7'-dihydro-6',7'-dihydroxyrotenone 
• 15130-81-1 (6aS,12aS,5′R)-rotenone-6′-norketone 

Relevant articles and documents

Stereocontrolled Semisyntheses of Elliptone and 12aβ-Hydroxyelliptone

Operationally simple, stereocontrolled semisyntheses of the anticancer rotenoids elliptone and 12aβ-hydroxyelliptone, isolated from Derris elliptica and Derris trifoliata, respectively, are described. Inspired by the work of Singhal, elliptone was prepared from rotenone via a dihydroxylation-oxidative cleavage, chemoselective Baeyer-Villiger oxidation, and acid-catalyzed elimination sequence. Elaboration of elliptone to 12aβ-hydroxyelliptone was achieved via a diastereoselective chromium-mediated étard-like hydroxylation. The semisynthesis of elliptone constitutes an improvement over previous methods in terms of safety, scalability, and yield, while the first synthesis of 12aβ-hydroxyelliptone is also described.