4',7-Di-O-methylnaringenin

Base Information

• Chemical Name: 4',7-Di-O-methylnaringenin
• CAS No.: 29424-96-2
• Molecular Formula: C₁₇H₁₆O₅
• Molecular Weight: 300.311
• Hs Code.: 2932999099
• Mol file: 29424-96-2.mol

Synonyms:4H-1-Benzopyran-4-one,2,3-dihydro-5-hydroxy-7-methoxy-2-(4-methoxyphenyl)-, (S)-; Flavanone,5-hydroxy-4',7-dimethoxy-, (-)- (8CI); (-)-5-Hydroxy-4',7-dimethoxyflavanone;(-)-5-Hydroxy-7,4'-dimethoxyflavanone;2,3-Dihydro-5-hydroxy-4',7-dimethoxyflavone; 5-Hydroxy-7,4'-dimethoxyflavanone;Naringenin 4',7-dimethyl ether; Naringenin 7,4'-dimethyl ether; Sakuranetin4'-methyl ether

Chemical Property of 4',7-Di-O-methylnaringenin

Chemical Property:

• Boiling Point: 524.4±50.0 °C(Predicted)
• PKA: 7.40±0.40(Predicted)
• PSA: 64.99000
• Density: 1.281±0.06 g/cm3(Predicted)
• LogP: 3.11590
• Storage Temp.: ?20°C

Purity/Quality:

≥98% ^*data from raw suppliers

Naringenin 4′,7-dimethyl ether analytical standard ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 22-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

Technology Process of 4',7-Di-O-methylnaringenin

There total 24 articles about 4',7-Di-O-methylnaringenin 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: 90.0%

5,7-Dihydroxy-2-(4-hydroxy-phenyl)-chroman-4-on (480-41-1) + dimethyl sulfate (77-78-1) → naringenin-4',7-dimethyl ether (29424-96-2,102101-05-3,120851-84-5,137329-43-2,13238-06-7)

Guidance literature:

With potassium carbonate; In acetone; at 50 ℃;

DOI:10.1080/14786419.2011.566224

Reference yield: 76.0%

5,7-Dihydroxy-2-(4-hydroxy-phenyl)-chroman-4-on (480-41-1) + methyl iodide (74-88-4) → naringenin-4',7-dimethyl ether (29424-96-2,102101-05-3,120851-84-5,137329-43-2,13238-06-7) + 5,4'-dihydroxy-7-methoxyflavanone (520-29-6)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 12h;

DOI:10.1021/jo0494681

Reference yield: 68.0%

dimethyl sulfate (77-78-1) + naringenin (480-41-1) → naringenin-4',7-dimethyl ether (29424-96-2,102101-05-3,120851-84-5,137329-43-2,13238-06-7)

Guidance literature:

With potassium carbonate; In acetone; at 40 - 45 ℃;

DOI:10.1155/2021/4817900

upstream raw materials:

5,7-Dihydroxy-2-(4-hydroxy-phenyl)-chroman-4-on

dimethyl sulfate

5,7-dihydroxy-2-(4-methoxyphenyl)chroman-4-one

5,4'-dihydroxy-7-methoxyflavanone

Downstream raw materials:

7,4'-di-O-methylapigenin 5-O-1-β-xylopyranosyl(1->6)-β-glucopyranoside

5-acetoxy-7,4′-dimethoxyflavanone

5-hydroxy-4',6,7-trimethoxyflavone

scutellarein

Refernces

• 1、 Cao, Thi-Cam-Nhung,Tran, Thai-Son,Tran, The-Huan,Vo, Thi-Quynh-Nhi,Vo, Thi-Thu-Hien. "Synthesis and Evaluation of the Acetylcholinesterase Inhibitory Activities of Some Flavonoids Derived from Naringenin". . . Retrieved 2021/12/27.
• 2、 Arai, Midori A.,Yamaguchi, Yumi,Ishibashi, Masami. "Total synthesis of agalloside, isolated from: Aquilaria agallocha, by the 5-O-glycosylation of flavan". . p. 5025 - 5032. Retrieved 2017/07/10.