Epirotenone

Base Information

Chemical Name:Epirotenone
CAS No.:24946-59-6
Deprecated CAS:11029-14-4
Molecular Formula:C23H22 O6
Molecular Weight:394.424
Hs Code.:
Nikkaji Number:J612.468B
Wikidata:Q105135434
ChEMBL ID:CHEMBL267461

Synonyms:Epirotenone;(+)-Epirotenone;5'beta-Epiroenone;(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-(2alpha,6abeta,12abeta))-;24946-59-6;5'beta-Epirotenone;CHEMBL267461;SCHEMBL20152380

Suppliers and Price of Epirotenone

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of Epirotenone

Chemical Property:

XLogP3:4.1
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:3
Exact Mass:394.14163842
Heavy Atom Count:29
Complexity:664

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC(=C)C1CC2=C(O1)C=CC3=C2OC4COC5=CC(=C(C=C5C4C3=O)OC)OC
Isomeric SMILES:CC(=C)[C@H]1CC2=C(O1)C=CC3=C2O[C@H]4COC5=CC(=C(C=C5[C@H]4C3=O)OC)OC

Technology Process of Epirotenone

There total 10 articles about Epirotenone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 70186-80-0
(-)-(R)-(6,7-dimethoxy-2H-chromen-4-yl)(4-hydroxy-2-isopropenyl-2,3-dihydrobenzofuran-5-yl)methanone

: 24946-59-6
6aα,12aα-rotenone

: 83-79-4
rotenone

Guidance literature:: With sodium acetate; In ethanol; at 90 ℃; for 2.5h; Overall yield = 89 %; Overall yield = 0.0205 g; Inert atmosphere;
DOI:10.1016/j.tet.2016.12.062

Reference yield:

: (-)-(R)-4-hydroxy-2-isopropenyl-2,3-dihydrobenzofuran-5-carbaldehyde

: 24946-59-6
6aα,12aα-rotenone

: 83-79-4
rotenone

Guidance literature:: Multi-step reaction with 6 steps

1.1: potassium carbonate / acetone / 0.5 h / 20 °C / Inert atmosphere

1.2: 1 h / Inert atmosphere; Reflux

2.1: lithium diisopropyl amide / tetrahydrofuran / 2 h / -78 °C / Inert atmosphere

2.2: 1.5 h / -78 - 20 °C / Inert atmosphere

3.1: manganese(IV) oxide / dichloromethane / 1 h / 20 °C / Inert atmosphere

4.1: platinum(II) chloride / toluene / 2 h / 70 °C / Inert atmosphere

5.1: boron trichloride / dichloromethane / 2 h / -78 - 0 °C

6.1: sodium acetate / ethanol / 2.5 h / 90 °C / Inert atmosphere

With manganese(IV) oxide; sodium acetate; boron trichloride; potassium carbonate; platinum(II) chloride; lithium diisopropyl amide; In tetrahydrofuran; ethanol; dichloromethane; acetone; toluene;
DOI:10.1016/j.tet.2016.12.062

Reference yield:

: (-)-(R)-4-methoxy-2-isopropenyl-2,3-dihydrobenzofuran-5-carbaldehyde

: 24946-59-6
6aα,12aα-rotenone

: 83-79-4
rotenone

Guidance literature:: Multi-step reaction with 5 steps

1.1: lithium diisopropyl amide / tetrahydrofuran / 2 h / -78 °C / Inert atmosphere

1.2: 1.5 h / -78 - 20 °C / Inert atmosphere

2.1: manganese(IV) oxide / dichloromethane / 1 h / 20 °C / Inert atmosphere

3.1: platinum(II) chloride / toluene / 2 h / 70 °C / Inert atmosphere

4.1: boron trichloride / dichloromethane / 2 h / -78 - 0 °C

5.1: sodium acetate / ethanol / 2.5 h / 90 °C / Inert atmosphere

With manganese(IV) oxide; sodium acetate; boron trichloride; platinum(II) chloride; lithium diisopropyl amide; In tetrahydrofuran; ethanol; dichloromethane; toluene;
DOI:10.1016/j.tet.2016.12.062