(R)-3-(3,4-dimethoxyphenyl)-1-methoxy-1-oxopropan-2-yl acrylate

Base Information

• Chemical Name: (R)-3-(3,4-dimethoxyphenyl)-1-methoxy-1-oxopropan-2-yl acrylate
• CAS No.: 1283147-52-3
• Molecular Formula: C₁₅H₁₈O₆
• Molecular Weight: 294.304
• Mol file: 1283147-52-3.mol

Synonyms:(R)-3-(3,4-dimethoxyphenyl)-1-methoxy-1-oxopropan-2-yl acrylate

Chemical Property of (R)-3-(3,4-dimethoxyphenyl)-1-methoxy-1-oxopropan-2-yl acrylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-3-(3,4-dimethoxyphenyl)-1-methoxy-1-oxopropan-2-yl acrylate

There total 3 articles about (R)-3-(3,4-dimethoxyphenyl)-1-methoxy-1-oxopropan-2-yl acrylate 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: 88.0%

3-(3,4-dimethoxy-phenyl)-2-hydroxy-propionic acid methyl ester (54814-41-4,54640-00-5,54910-31-5) + acrylic acid (79-10-7) → (R)-3-(3,4-dimethoxyphenyl)-1-methoxy-1-oxopropan-2-yl acrylate (1283147-52-3)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 24h; Inert atmosphere;

DOI:10.1016/j.tet.2018.08.028

Reference yield: 77.0%

3-(3,4-dimethoxy-phenyl)-2-hydroxy-propionic acid methyl ester (54814-41-4,54640-00-5,54910-31-5) + acryloyl chloride (814-68-6,25189-84-8) → (R)-3-(3,4-dimethoxyphenyl)-1-methoxy-1-oxopropan-2-yl acrylate (1283147-52-3)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 0 - 23 ℃; for 49h;

DOI:10.1021/ol302273r DOI:10.1021/ol302273r

Reference yield:

3-(3,4-Dimethoxyphenyl)propanal (61871-67-8) → (R)-3-(3,4-dimethoxyphenyl)-1-methoxy-1-oxopropan-2-yl acrylate (1283147-52-3)

Guidance literature:

Multi-step reaction with 4 steps

1: L-proline / chloroform / 2.5 h / Cooling with ice; Inert atmosphere

2: sodium chlorite; sodium dihydrogen phosphate monohydrate; 2-methyl-but-2-ene / tert-butyl alcohol; water / 2 h / 23 °C / Inert atmosphere

3: thionyl chloride / 4 h / 0 °C / Inert atmosphere

4: triethylamine; dmap / dichloromethane / 49 h / 0 - 23 °C

With dmap; sodium chlorite; thionyl chloride; sodium dihydrogen phosphate monohydrate; 2-methyl-but-2-ene; triethylamine; L-proline; In dichloromethane; chloroform; water; tert-butyl alcohol;

DOI:10.1021/ol302273r DOI:10.1021/ol302273r

upstream raw materials:

3-(3,4-dimethoxy-phenyl)-2-hydroxy-propionic acid methyl ester

acryloyl chloride

3-(3,4-Dimethoxyphenyl)propanal

acrylic acid

Downstream raw materials:

C₃₄H₃₄O₁₂

C₃₃H₃₂O₁₂

(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

(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