3-Methoxytangeretin

Base Information

• Chemical Name: 3-Methoxytangeretin
• CAS No.: 34170-18-8
• Molecular Formula: C21H22O8
• Molecular Weight: 402.401
• UNII: RNF1407A4J
• Nikkaji Number: J546.508G
• Wikidata: Q27288205
• Mol file: 34170-18-8.mol

Synonyms:3-Methoxytangeretin;34170-18-8;3,5,6,7,8,4'-Hexamethoxyflavone;UNII-RNF1407A4J;RNF1407A4J;Flavone, 3,4',5,6,7,8-hexamethoxy-;4H-1-Benzopyran-4-one, 3,5,6,7,8-pentamethoxy-2-(4-methoxyphenyl)-;3,5,6,7,8-pentamethoxy-2-(4-methoxyphenyl)chromen-4-one;3,5,6,7,8-Pentamethoxy-2-(4-methoxyphenyl)-4H-chromen-4-one;HY-N12263;LMPK12113315;3,5,6,7,8,4??-hexamethoxyflavone;AKOS040763834;FS-7397;CS-0896958;Q27288205

Chemical Property of 3-Methoxytangeretin

Chemical Property:

• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 7
• Exact Mass: 402.13146766
• Heavy Atom Count: 29
• Complexity: 598

Purity/Quality:

HPLC≥98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C2=C(C(=O)C3=C(O2)C(=C(C(=C3OC)OC)OC)OC)OC

Technology Process of 3-Methoxytangeretin

There total 20 articles about 3-Methoxytangeretin 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: 81.0%

3-hydroxy-5,6,7,8,4′-pentamethoxyflavone (50461-91-1) + dimethyl sulfate (77-78-1) → 3,5,6,7,8,4′-hexamethoxyflavone (34170-18-8)

Guidance literature:

With potassium carbonate; In acetone; at 20 ℃; for 2h;

DOI:10.3184/174751914X13966139490181

Reference yield:

calycopterin (481-52-7) + dimethyl sulfate (77-78-1) → 3,5,6,7,8,4′-hexamethoxyflavone (34170-18-8)

Guidance literature:

With potassium carbonate; acetone;

Reference yield:

tangeritin (481-53-8) → 3,5,6,7,8,4′-hexamethoxyflavone (34170-18-8)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydrogencarbonate; sodium carbonate; potassium hydrogensulfate / water; acetone; dichloromethane / 24 h / 5 °C

2: potassium carbonate / acetone / 2 h / 20 °C

With potassium hydrogensulfate; sodium hydrogencarbonate; sodium carbonate; potassium carbonate; In dichloromethane; water; acetone;

DOI:10.3184/174751914X13966139490181

upstream raw materials:

5,8-dihydroxy-3,4',6,7-tetramethoxyflavone

dimethyl sulfate

calycopterin

6-hydroxy-3,4',5,7,8-pentamethoxyflavone

Downstream raw materials:

5,8-dihydroxy-3,4',6,7-tetramethoxyflavone

5-hydroxy-3,6,7,8,4′-pentamethoxyflavone

5-hydroxyauranetin

2-hydroxy-3,4,5,6,ο-pentamethoxyacetophenone

Refernces

• 1、 Nguyen, Van-Son,Li, Wei,Li, Yue,Wang, Qiuan. "Synthesis of Citrus polymethoxyflavonoids and their antiproliferative activities on Hela cells". . p. 1585 - 1592. Retrieved 2017/06/05.
• 2、 Horie,Kawamura,Yamamoto,Yamashita. "Studies of the selective O-alkylation and dealkylation of flavonoids. XIX. A convenient method for synthesizing 3,5,6,7,8-pentaoxygenated flavones". . p. 2054 - 2063. Retrieved 2007/10/03.