Aurone

Base Information

• Chemical Name: Aurone
• CAS No.: 57060-61-4
• Molecular Formula: C₁₇H₁₄O₄
• Molecular Weight: 282.296
• Mol file: 57060-61-4.mol

Synonyms:3(2H)-Benzofuranone, 4,6-dimethoxy-2-(phenylmethylene)-;3(2H)-Benzofuranone, 2-benzylidene-4,6-dimethoxy- (6CI);

Chemical Property of Aurone

Chemical Property:

• PSA: 44.76000
• LogP: 3.32000

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Aurone

There total 32 articles about Aurone 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: 95.0%

1-(2-hydroxy-4,6-dimethoxyphenyl)-3-phenylprop-2-yn-1-one (1064710-42-4) → (Z)-2-benzylidene-4,6-dimethoxybenzofuran-3(2H)-one (57060-61-4,77376-34-2)

Guidance literature:

With potassium carbonate; In acetone; at 56 ℃; for 6h; Inert atmosphere;

DOI:10.1055/s-2008-1078597

Reference yield: 58.0%

4,6-dimethoxycoumaranone (4225-35-8) + benzaldehyde (100-52-7) → 2-benzylidene-4,6-dimethoxycoumaran-3-one (57060-61-4,77376-34-2)

Guidance literature:

With sodium hydroxide; In ethanol; Ambient temperature; overnight;

Reference yield: 42.0%

flavokawain B (1775-97-9) → 2-benzylidene-4,6-dimethoxycoumaran-3-one (57060-61-4,77376-34-2) + 3-Hydroxy-5,7-dimethoxyflavone (15236-07-4)

Guidance literature:

With oxygen; sodium dodecyl-sulfate; methylene blue; In methanol; for 47h; Irradiation;

DOI:10.1016/S0040-4020(01)81970-0

upstream raw materials:

2-benzyl-2-hydroxy-4,6-dimethoxy-benzofuran-3-one

2-benzyl-2,4,6-trimethoxy-benzofuran-3-one

2-benzyl-4,6-dimethoxybenzofuran-3(2H)-one

1-(2-hydroxy-4,6-dimethoxyphenyl)-3-phenylprop-2-yn-1-one

Downstream raw materials:

trans-2-benzylidene-4,6-dimethoxy-2H-benzofuran-3-one epoxide

(Z)-2-benzylidene-4,6-dihydroxybenzofuran-3(2H)-one

2-benzyl-4,6-dimethoxybenzofuran-3(2H)-one

Refernces

• 1、 Zwick, Vincent,Chatzivasileiou, Alkiviadis-Orfefs,Deschamps, Nathalie,Roussaki, Marina,Simes-Pires, Claudia A.,Nurisso, Alessandra,Denis, Iza,Blanquart, Christophe,Martinet, Nadine,Carrupt, Pierre-Alain,Detsi, Anastasia,Cuendet, Muriel. "Aurones as histone deacetylase inhibitors: Identification of key features". . p. 5497 - 5501. Retrieved 2014/12/12.
• 2、 Haudecoeur, Romain,Ahmed-Belkacem, Abdelhakim,Yi, Wei,Fortuné, Antoine,Brillet, Rozenn,Belle, Catherine,Nicolle, Edwige,Pallier, Coralie,Pawlotsky, Jean-Michel,Boumendjel, Ahcène. "Discovery of naturally occurring aurones that are potent allosteric inhibitors of hepatitis C virus RNA-dependent RNA polymerase". . p. 5395 - 5402. Retrieved 2011/10/02.