(2S,3S)-4-((E)-3-((R)-1-carboxy-2-(3,4-dimethoxyphenyl)ethoxy)-3-oxoprop-1-en-1-yl)-2-(3,4-dimethoxyphenyl)-7-methoxy-2,3-dihydrobenzofuran-3-carboxylic acid

Base Information

• Chemical Name: (2S,3S)-4-((E)-3-((R)-1-carboxy-2-(3,4-dimethoxyphenyl)ethoxy)-3-oxoprop-1-en-1-yl)-2-(3,4-dimethoxyphenyl)-7-methoxy-2,3-dihydrobenzofuran-3-carboxylic acid
• CAS No.: 868258-16-6
• Molecular Formula: C₃₂H₃₂O₁₂
• Molecular Weight: 608.599
• Mol file: 868258-16-6.mol

Synonyms:(2S,3S)-4-((E)-3-((R)-1-carboxy-2-(3,4-dimethoxyphenyl)ethoxy)-3-oxoprop-1-en-1-yl)-2-(3,4-dimethoxyphenyl)-7-methoxy-2,3-dihydrobenzofuran-3-carboxylic acid

Chemical Property of (2S,3S)-4-((E)-3-((R)-1-carboxy-2-(3,4-dimethoxyphenyl)ethoxy)-3-oxoprop-1-en-1-yl)-2-(3,4-dimethoxyphenyl)-7-methoxy-2,3-dihydrobenzofuran-3-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3S)-4-((E)-3-((R)-1-carboxy-2-(3,4-dimethoxyphenyl)ethoxy)-3-oxoprop-1-en-1-yl)-2-(3,4-dimethoxyphenyl)-7-methoxy-2,3-dihydrobenzofuran-3-carboxylic acid

There total 31 articles about (2S,3S)-4-((E)-3-((R)-1-carboxy-2-(3,4-dimethoxyphenyl)ethoxy)-3-oxoprop-1-en-1-yl)-2-(3,4-dimethoxyphenyl)-7-methoxy-2,3-dihydrobenzofuran-3-carboxylic acid 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%

(2S,3S)-methyl 2-(3,4-dimethoxyphenyl)-4-((E)-3-(((R)-3-(3,4-dimethoxyphenyl)-1-methoxy-1-oxopropan-2-yl)oxy)-3-oxoprop-1-en-1-yl)-7-methoxy-2,3-dihydrobenzofuran-3-carboxylate (55757-14-7) → (2S,3S)-4-((E)-3-((R)-1-carboxy-2-(3,4-dimethoxyphenyl)ethoxy)-3-oxoprop-1-en-1-yl)-2-(3,4-dimethoxyphenyl)-7-methoxy-2,3-dihydrobenzofuran-3-carboxylic acid (868258-16-6)

Guidance literature:

With trimethyltin(IV) hydroxide; In 1,2-dichloro-ethane; at 80 ℃; for 21h;

DOI:10.1021/ja052680h

Reference yield: 91.0%

(2S,3S)-2-(3,4-dimethoxyphenyl)-4-{(E)-3-[(R)-3-(3,4-dimethoxyphenyl)-1-methoxy-1-oxopropan-2-yloxy]-3-oxoprop-1-eny}-7-methoxy-2,3-dihydrobenzofuran-3-carboxylic acid (1283147-51-2) → (2S,3S)-4-((E)-3-((R)-1-carboxy-2-(3,4-dimethoxyphenyl)ethoxy)-3-oxoprop-1-en-1-yl)-2-(3,4-dimethoxyphenyl)-7-methoxy-2,3-dihydrobenzofuran-3-carboxylic acid (868258-16-6)

Guidance literature:

With trimethyltin(IV) hydroxide; In 1,2-dichloro-ethane; at 80 ℃; for 24h; Inert atmosphere;

DOI:10.1021/ja2010225

Reference yield:

3-(3,4-dimethoxy-phenyl)-2-hydroxy-propionic acid methyl ester (54814-41-4,54640-00-5,54910-31-5) → (2S,3S)-4-((E)-3-((R)-1-carboxy-2-(3,4-dimethoxyphenyl)ethoxy)-3-oxoprop-1-en-1-yl)-2-(3,4-dimethoxyphenyl)-7-methoxy-2,3-dihydrobenzofuran-3-carboxylic acid (868258-16-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride; 4-dimethylaminopyridine / CHCl₃ / 60 h / 20 °C

2: 93 percent / Me₃SnOH / 1,2-dichloro-ethane / 21 h / 80 °C

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trimethyltin(IV) hydroxide; In chloroform; 1,2-dichloro-ethane;

DOI:10.1021/ja052680h

upstream raw materials:

(2S,3S)-methyl 2-(3,4-dimethoxyphenyl)-4-((E)-3-(((R)-3-(3,4-dimethoxyphenyl)-1-methoxy-1-oxopropan-2-yl)oxy)-3-oxoprop-1-en-1-yl)-7-methoxy-2,3-dihydrobenzofuran-3-carboxylate

(Z)-3-(3,4-dimethoxyphenyl)-3-(5-formyl-2-methoxyphenoxy)acrylic acid methyl ester

2-(3,4-dimethoxyphenyl)-4-formyl-7-methoxy-2,3-dihydrobenzofuran-3-carboxylic acid methyl ester

rosmarinic acid permethylate