(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

Base Information

• Chemical Name: (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
• CAS No.: 55757-14-7
• Molecular Formula: C₃₄H₃₆O₁₂
• Molecular Weight: 636.653
• Mol file: 55757-14-7.mol

Synonyms:(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

Chemical Property of (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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (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

There total 41 articles about (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 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: 96.0%

(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)-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)

Guidance literature:

With diazomethane; In diethyl ether; at 0 ℃; for 10h;

DOI:10.1021/ja2010225

Reference yield: 34.0%

(R)-3-(3,4-dimethoxyphenyl)-1-methoxy-1-oxopropan-2-yl acrylate (1283147-52-3) + (±)-trans-methyl 2-(3,4-dimethoxyphenyl)-7-methoxy-2,3-dihydrobenzofuran-3-carboxylate → (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) + (2R,3R)-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 (1310802-43-7)

Guidance literature:

With palladium diacetate; silver carbonate; N-acetylglycine; at 90 ℃; for 48h; Sealed tube;

DOI:10.1016/j.tet.2018.08.028

Reference yield:

(Z)-3-(3,4-dimethoxyphenyl)-3-(5-formyl-2-methoxyphenoxy)acrylic acid methyl ester (868258-14-4) → (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)

Guidance literature:

Multi-step reaction with 5 steps

1: 99 percent / molecular sieves 4 Angstroem / benzene / 14 h / Heating

2: [RhCl(coe)2]2; FcPCy₂ / toluene / 20 h / 75 °C

3: 1.34 g / aq. HCl / 0.33 h

4: 85 percent / piperidine; pyridine / 5 h / 100 °C

5: 80 percent / N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride; 4-dimethylaminopyridine / CHCl₃ / 60 h / 20 °C

With piperidine; pyridine; hydrogenchloride; dmap; 1-di(2-(5-methylfuryl)phosphanyl)ferrocene; [RhCl(coe)2]2; 4 A molecular sieve; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In chloroform; toluene; benzene; 4: Knovenagel condensation;

DOI:10.1021/ja052680h

upstream raw materials:

(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

3-(3,4-dimethoxyphenyl)-3-[5-(indan-1-yliminomethyl)-2-methoxyphenoxy]acrylic acid methyl ester

Downstream raw materials:

(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

dimethyl trimethyl epiblechnate