5,7-DIMETHOXYFLAVANONE

Base Information

• Chemical Name: 5,7-DIMETHOXYFLAVANONE
• CAS No.: 36052-66-1
• Molecular Formula: C₁₇H₁₆O₄
• Molecular Weight: 284.312
• Mol file: 36052-66-1.mol

Synonyms:4H-1-Benzopyran-4-one,2,3-dihydro-5,7-dimethoxy-2-phenyl-, (S)-; (2S)-5,7-Di-O-methylpinocembrin;5,7-Dimethoxyflavan-4-one; 5,7-Dimethoxyflavanone; O,O-Dimethylpinocembrin;Pinocembrin dimethyl ether

Chemical Property of 5,7-DIMETHOXYFLAVANONE

Chemical Property:

• Melting Point: 146°C
• Boiling Point: 468.8°Cat760mmHg
• Flash Point: 209.4°C
• PSA: 44.76000
• Density: 1.204g/cm³
• LogP: 3.41030

Purity/Quality:

98% ^*data from raw suppliers

Pinocembrin dimethylether ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5,7-DIMETHOXYFLAVANONE

There total 15 articles about 5,7-DIMETHOXYFLAVANONE 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: 93.0%

5,7-dimethoxy-4H-chromen-4-one (59887-91-1) + phenylboronic acid (98-80-6) → Pinocembrin dimethyl ether (1036-72-2,36052-66-1,89395-30-2)

Guidance literature:

With [Rh(OH)(cod)]2; (S)-MeO-F₁₂-BIPHEP; In water; toluene; at 60 ℃; for 3h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1021/ol2004148

Reference yield: 88.0%

(R)-3-hydroxy-1-(2-hydroxy-4,6-dimethoxyphenyl)-3-phenylpropan-1-one (862254-91-9) → Pinocembrin dimethyl ether (1036-72-2,36052-66-1,89395-30-2)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 0 ℃;

DOI:10.1016/S0040-4039(01)00567-6

Reference yield:

pinocembrin (480-39-7,61490-55-9,68745-38-0) + methyl iodide (74-88-4) → Pinocembrin dimethyl ether (1036-72-2,36052-66-1,89395-30-2)

Guidance literature:

With silver(l) oxide; In acetone; for 16h; Reflux;

DOI:10.1080/14786419.2017.1408104

upstream raw materials:

dimethyl sulfate

(R)-3-hydroxy-1-(2-hydroxy-4,6-dimethoxyphenyl)-3-phenylpropan-1-one

3,5-dimethoxyphenol

ethyl (R)-3-hydroxy-3-phenylpropanoate

Downstream raw materials:

pinostrobin

Refernces

• 1、 Okuno, Yoshiharu,Marumoto, Shinsuke,Miyazawa, Mitsuo. "Antimutagenic activity of flavonoids from Sozuku". supporting information. p. 862 - 865. Retrieved 2019/05/10.
• 2、 Hodgetts, Kevin J.. "Inter- and intramolecular Mitsunobu reaction based approaches to 2-substituted chromans and chroman-4-ones". . p. 6860 - 6870. Retrieved 2007/10/03.