(R,E)-1-methoxycarbonyl-2-[3,4-bis(benzyloxy)phenyl]ethyl-3-[7-(benzyloxy)-2-[3,4-bis(benzyloxy)phenyl]-1-benzofuran-4-yl]acrylate

Base Information

• Chemical Name: (R,E)-1-methoxycarbonyl-2-[3,4-bis(benzyloxy)phenyl]ethyl-3-[7-(benzyloxy)-2-[3,4-bis(benzyloxy)phenyl]-1-benzofuran-4-yl]acrylate
• CAS No.: 1388829-33-1
• Molecular Formula: C₆₂H₅₂O₁₀
• Molecular Weight: 957.089
• Mol file: 1388829-33-1.mol

Synonyms:

Chemical Property of (R,E)-1-methoxycarbonyl-2-[3,4-bis(benzyloxy)phenyl]ethyl-3-[7-(benzyloxy)-2-[3,4-bis(benzyloxy)phenyl]-1-benzofuran-4-yl]acrylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R,E)-1-methoxycarbonyl-2-[3,4-bis(benzyloxy)phenyl]ethyl-3-[7-(benzyloxy)-2-[3,4-bis(benzyloxy)phenyl]-1-benzofuran-4-yl]acrylate

There total 10 articles about (R,E)-1-methoxycarbonyl-2-[3,4-bis(benzyloxy)phenyl]ethyl-3-[7-(benzyloxy)-2-[3,4-bis(benzyloxy)phenyl]-1-benzofuran-4-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:

(E)-3-(7-(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)benzo[b]furan-4-yl)acrylic acid (1388829-29-5) + (R)-methyl 3-(3,4-bis(benzyloxy)phenyl)-2-hydroxypropanoate (203798-74-7) → (R,E)-1-methoxycarbonyl-2-[3,4-bis(benzyloxy)phenyl]ethyl-3-[7-(benzyloxy)-2-[3,4-bis(benzyloxy)phenyl]-1-benzofuran-4-yl]acrylate (1388829-33-1)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃; for 48h; Inert atmosphere;

DOI:10.3998/ark.5550190.0013.619

Reference yield:

benzyl bromide (100-39-0) → (R,E)-1-methoxycarbonyl-2-[3,4-bis(benzyloxy)phenyl]ethyl-3-[7-(benzyloxy)-2-[3,4-bis(benzyloxy)phenyl]-1-benzofuran-4-yl]acrylate (1388829-33-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium carbonate / methanol / 5 h / Inert atmosphere; Reflux

1.2: 4 h / Reflux; Inert atmosphere

2.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 48 h / 20 °C / Inert atmosphere

With dmap; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In methanol; N,N-dimethyl-formamide;

DOI:10.3998/ark.5550190.0013.619

Reference yield:

(((4-ethynyl-1,2-phenylene)bis(oxy))bis(methylene))dibenzene (1141892-88-7) → (R,E)-1-methoxycarbonyl-2-[3,4-bis(benzyloxy)phenyl]ethyl-3-[7-(benzyloxy)-2-[3,4-bis(benzyloxy)phenyl]-1-benzofuran-4-yl]acrylate (1388829-33-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: bis-triphenylphosphine-palladium(II) chloride; triethylamine / N,N-dimethyl-formamide / 0.25 h

1.2: 12 h / 65 °C / Inert atmosphere

2.1: piperidine; pyridine / 5 h / 100 °C

3.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 48 h / 20 °C / Inert atmosphere

With piperidine; pyridine; dmap; bis-triphenylphosphine-palladium(II) chloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In N,N-dimethyl-formamide; 1.1: Sonogashira coupling / 1.2: Sonogashira coupling / 2.1: Knoevenagel condensation;

DOI:10.3998/ark.5550190.0013.619

upstream raw materials:

3,4-di(benzyloxy)phenylethynyl(trimethyl)silane

(((4-ethynyl-1,2-phenylene)bis(oxy))bis(methylene))dibenzene

C₃₆H₂₈O₅

(E)-3-(7-(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)benzo[b]furan-4-yl)acrylic acid

Downstream raw materials:

C₆₁H₅₀O₁₀