2-[3,4-bis(acetyloxy)phenyl]-4-oxo-4H-chromene-5,7-diyl diacetate

Base Information

• Chemical Name: 2-[3,4-bis(acetyloxy)phenyl]-4-oxo-4H-chromene-5,7-diyl diacetate
• CAS No.: 1061-93-4
• Molecular Formula: C23H18 O10
• Molecular Weight: 454.39
• Mol file: 1061-93-4.mol

Synonyms:Flavone,3',4',5,7-tetrahydroxy-, tetraacetate (8CI); Luteolin tetraacetate (6CI);Luteolin peracetate

Chemical Property of 2-[3,4-bis(acetyloxy)phenyl]-4-oxo-4H-chromene-5,7-diyl diacetate

Chemical Property:

• Vapor Pressure: 9.76E-16mmHg at 25°C
• Boiling Point: 629.1°Cat760mmHg
• Flash Point: 272.2°C
• PSA: 135.41000
• Density: 1.377g/cm³
• LogP: 3.16120

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-[3,4-bis(acetyloxy)phenyl]-4-oxo-4H-chromene-5,7-diyl diacetate

There total 7 articles about 2-[3,4-bis(acetyloxy)phenyl]-4-oxo-4H-chromene-5,7-diyl diacetate 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: 92.0%

2-(3,4-Dihydroxy-phenyl)-5,7-dihydroxy-chromen-4-on (491-70-3) + acetic anhydride (108-24-7) → luteolin tetraacetate (1061-93-4)

Guidance literature:

With pyridine; Reflux;

DOI:10.1016/j.ejmech.2016.02.012

Reference yield: 53.2%

2-(3,4-Dihydroxy-phenyl)-5,7-dihydroxy-chromen-4-on (491-70-3) + acetyl chloride (75-36-5) → luteolin tetraacetate (1061-93-4)

Guidance literature:

With pyridine; at 20 ℃; for 24h; Inert atmosphere;

DOI:10.1016/j.bioorg.2015.09.005

Reference yield:

luteolin 7-O-glucoside (5373-11-5,68321-11-9) → luteolin tetraacetate (1061-93-4)

Guidance literature:

Multi-step reaction with 2 steps

1: Acid hydrolysis

DOI:10.1023/A:1010410029719

upstream raw materials:

2-(3,4-Dihydroxy-phenyl)-5,7-dihydroxy-chromen-4-on

acetic anhydride

hispidulin

luteolin 7-O-glucoside

Refernces

• 1、 Kislichenko,Burlaka,Karpyuk. "Flavonoids from the Aerial Part of Calamagrostis epigeios". . p. 133 - 134. Retrieved 2013.
• 2、 ARITOMI. "CHEMICAL CONSTITUENTS IN ACERACEOUS PLANTS. 3. FLAVONOID CONSTITUENTS". . p. 841 - 843. Retrieved 1964.
• 3、 Brynda, Ji?í,Dra?ínsky, Martin,Ko?í?ek, Milan,Konvalinka, Jan,Krá?, Michal,Machara, Ale?,Majer, Pavel,Radilová, Kate?ina,Reiberger, Robert,Zima, Václav. "Synthesis and in vitro evaluation of c‐7 and c‐8 luteolin derivatives as influenza endonuclease inhibitors". . . Retrieved 2021/07/22.
• 4、 Li, Yue-Qing,Yang, Fei,Wang, Liu,Cao, Zhi,Han, Tian-Jiao,Duan, Zhe-Ang,Li, Zhen,Zhao, Wei-Jie. "Phosphoramidate protides of five flavones and their antiproliferative activity against HepG2 and L-O2 cell lines". . p. 196 - 208. Retrieved 2016/05/02.