(E)-4-(4-(3,4-diacetoxybenzylidene)-5-oxo-4,5-dihydrofuran-2-yl)-1,2-phenylene diacetate

Base Information

• Chemical Name: (E)-4-(4-(3,4-diacetoxybenzylidene)-5-oxo-4,5-dihydrofuran-2-yl)-1,2-phenylene diacetate
• CAS No.: 155787-75-0
• Molecular Formula: C₂₅H₂₀O₁₀
• Molecular Weight: 480.428
• Mol file: 155787-75-0.mol

Synonyms:(E)-4-(4-(3,4-diacetoxybenzylidene)-5-oxo-4,5-dihydrofuran-2-yl)-1,2-phenylene diacetate

Chemical Property of (E)-4-(4-(3,4-diacetoxybenzylidene)-5-oxo-4,5-dihydrofuran-2-yl)-1,2-phenylene diacetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-4-(4-(3,4-diacetoxybenzylidene)-5-oxo-4,5-dihydrofuran-2-yl)-1,2-phenylene diacetate

There total 8 articles about (E)-4-(4-(3,4-diacetoxybenzylidene)-5-oxo-4,5-dihydrofuran-2-yl)-1,2-phenylene diacetate 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: 55.0%

4-((E)-3-(((Z)-1-(3,4-diacetoxyphenyl)-2-iodovinyl)oxy)-3-oxoprop-1-en-1-yl)-1,2-phenylene diacetate → (E)-4-(4-(3,4-diacetoxybenzylidene)-5-oxo-4,5-dihydrofuran-2-yl)-1,2-phenylene diacetate (155787-75-0)

Guidance literature:

With potassium acetate; palladium diacetate; In N,N-dimethyl-formamide; at 20 ℃; for 64h; stereoselective reaction;

DOI:10.1039/c8ob02063a

Reference yield: 16.0%

3,4-diacetoxybenzaldehyde (67727-64-4) + 5-(3,4-diacetoxyphenyl)-2(3H)-furanone (155787-74-9) → (E)-4-(4-(3,4-diacetoxybenzylidene)-5-oxo-4,5-dihydrofuran-2-yl)-1,2-phenylene diacetate (155787-75-0)

Guidance literature:

With sodium hydride; In acetic anhydride; paraffin; at 80 ℃; for 4h;

DOI:10.7164/antibiotics.47.297

Reference yield:

4-(iodoethynyl)-1,2-phenylene diacetate → (E)-4-(4-(3,4-diacetoxybenzylidene)-5-oxo-4,5-dihydrofuran-2-yl)-1,2-phenylene diacetate (155787-75-0)

Guidance literature:

Multi-step reaction with 2 steps

1: (triphenylphosphine)gold(I) chloride; silver(I) hexafluorophosphate / chloroform / 69 h / 20 °C

2: palladium diacetate; potassium acetate / N,N-dimethyl-formamide / 64 h / 20 °C

With silver(I) hexafluorophosphate; (triphenylphosphine)gold(I) chloride; potassium acetate; palladium diacetate; In chloroform; N,N-dimethyl-formamide; 2: |Heck Reaction;

DOI:10.1039/c8ob02063a

upstream raw materials:

3,4-diacetoxybenzaldehyde

5-(3,4-diacetoxyphenyl)-2(3H)-furanone

3-(3,4-dihydroxybenzoyl)propionic acid

3-(3,4-dimethoxybenzoyl)propionic acid

Downstream raw materials:

(E)-3-(3,4-dihydroxybenzylidene)-5-(3,4-dihydroxyphenyl)-2(3H)-furanone