2-(2-carboxyethyl)-5,7-dimethoxy-3-(4-methoxyphenyl)-4H-chromen-4-one

Base Information

• Chemical Name: 2-(2-carboxyethyl)-5,7-dimethoxy-3-(4-methoxyphenyl)-4H-chromen-4-one
• CAS No.: 263698-80-2
• Molecular Formula: C₂₁H₂₀O₇
• Molecular Weight: 384.386
• Mol file: 263698-80-2.mol

Synonyms:2-(2-carboxyethyl)-5,7-dimethoxy-3-(4-methoxyphenyl)-4H-chromen-4-one

Chemical Property of 2-(2-carboxyethyl)-5,7-dimethoxy-3-(4-methoxyphenyl)-4H-chromen-4-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(2-carboxyethyl)-5,7-dimethoxy-3-(4-methoxyphenyl)-4H-chromen-4-one

There total 2 articles about 2-(2-carboxyethyl)-5,7-dimethoxy-3-(4-methoxyphenyl)-4H-chromen-4-one 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: 30.0%

2'-hydroxy-4',6-dimethoxy-2-(p-methoxyphenyl)acetophenone (39604-68-7) + succinic acid monomethylester chloride (1490-25-1) → 2-(2-carboxyethyl)-5,7-dimethoxy-3-(4-methoxyphenyl)-4H-chromen-4-one (263698-80-2)

Guidance literature:

2'-hydroxy-4',6-dimethoxy-2-(p-methoxyphenyl)acetophenone; With lithium hexamethyldisilazane; In tetrahydrofuran; hexane; at 70 ℃;

succinic acid monomethylester chloride; In tetrahydrofuran; hexane; for 4h;

With sulfuric acid; acetic acid; for 2h; Heating;

DOI:10.1016/S0040-4020(99)00993-X

Reference yield:

4-Methoxyphenylacetic acid (104-01-8) → 2-(2-carboxyethyl)-5,7-dimethoxy-3-(4-methoxyphenyl)-4H-chromen-4-one (263698-80-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 33 percent / BF₃*Et₂O / 12 h / 70 °C

2.1: lithium hexamethyldisilazane / tetrahydrofuran; hexane / 70 °C

2.2: tetrahydrofuran; hexane / 4 h

2.3: 30 percent / acetic acid; sulphuric acid / 2 h / Heating

With boron trifluoride diethyl etherate; lithium hexamethyldisilazane; In tetrahydrofuran; hexane; 1.1: Acylation / 2.1: Metallation / 2.2: Acylation / 2.3: Cyclization;

DOI:10.1016/S0040-4020(99)00993-X

Reference yield: 27.0%

2-(2-carboxyethyl)-5,7-dimethoxy-3-(4-methoxyphenyl)-4H-chromen-4-one (263698-80-2) → 3-[5,7-dihydroxy-3-(4-hydroxyphenyl)-4-oxo-4H-chromen-2-yl]propanoic acid (263698-79-9)

Guidance literature:

With boron tribromide; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1016/S0040-4020(99)00993-X

upstream raw materials:

2'-hydroxy-4',6-dimethoxy-2-(p-methoxyphenyl)acetophenone

succinic acid monomethylester chloride

4-Methoxyphenylacetic acid

Downstream raw materials:

3-[5,7-dihydroxy-3-(4-hydroxyphenyl)-4-oxo-4H-chromen-2-yl]propanoic acid