3,5,6,7,8-Pentamethoxy-3',4'-methylenedioxyflavone

Base Information

• Chemical Name: 3,5,6,7,8-Pentamethoxy-3',4'-methylenedioxyflavone
• CAS No.: 5071-42-1
• Molecular Formula: C₂₁H₂₀O₉
• Molecular Weight: 416.384
• Mol file: 5071-42-1.mol

Synonyms:Flavone,3,5,6,7,8-pentamethoxy-3',4'-(methylenedioxy)- (8CI); Melibentin (7CI);3,5,6,7,8-Pentamethoxy-3',4'-methylenedioxyflavone; NSC 678099

Chemical Property of 3,5,6,7,8-Pentamethoxy-3',4'-methylenedioxyflavone

Chemical Property:

• PSA: 94.82000
• LogP: 3.23170

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3,5,6,7,8-Pentamethoxy-3',4'-methylenedioxyflavone

There total 6 articles about 3,5,6,7,8-Pentamethoxy-3',4'-methylenedioxyflavone 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: 86.0%

2-(1,3-benzodioxol-5-yl)-3-hydroxy-5,6,7,8-tetramethoxy-4H-chromen-4-one + dimethyl sulfate (77-78-1) → melibentin (5071-42-1)

Guidance literature:

With sodium hydroxide; In water monomer; at 30 ℃; for 5h;

DOI:10.1007/s10593-022-03062-1

Reference yield:

(2E)-3-(1,3-benzodioxol-5-yl)-1-(2-hydroxy-3,4,5,6-tetramethoxyphenyl)prop-2-en-1-one → melibentin (5071-42-1)

Guidance literature:

Multi-step reaction with 3 steps

1: iodine / dimethyl sulfoxide / 100 °C

2: potassium peroxomonosulfate / acetone; dichloromethane / 42 h / 5 °C

3: sodium hydroxide / water monomer / 5 h / 30 °C

With potassium peroxomonosulfate; iodine; sodium hydroxide; In dichloromethane; water monomer; dimethyl sulfoxide; acetone;

DOI:10.1007/s10593-022-03062-1

Reference yield:

2-hydroxy-3,4,5,6-tetramethoxyacetophenone (3162-28-5) → melibentin (5071-42-1)

Guidance literature:

Multi-step reaction with 4 steps

1: potassium hydroxide / ethanol / 48 h / 0 - 20 °C

2: iodine / dimethyl sulfoxide / 100 °C

3: potassium peroxomonosulfate / acetone; dichloromethane / 42 h / 5 °C

4: sodium hydroxide / water monomer / 5 h / 30 °C

With potassium peroxomonosulfate; iodine; potassium hydroxide; sodium hydroxide; In ethanol; dichloromethane; water monomer; dimethyl sulfoxide; acetone; 1: |Claisen-Schmidt Condensation;

DOI:10.1007/s10593-022-03062-1

upstream raw materials:

dimethyl sulfate

2-hydroxy-3,4,5,6-tetramethoxyacetophenone

piperonal

lucidin dimethyl ether

Refernces