(E)-methyl 7,7'-dimethoxy-5'-(3-(4-nitrophenyl)-3-oxoprop-1-en-1-yl)-(4,4'-bibenzo[d][1,3]dioxole)-5-carboxylate

Base Information

• Chemical Name: (E)-methyl 7,7'-dimethoxy-5'-(3-(4-nitrophenyl)-3-oxoprop-1-en-1-yl)-(4,4'-bibenzo[d][1,3]dioxole)-5-carboxylate
• CAS No.: 1372720-40-5
• Molecular Formula: C₂₇H₂₁NO₁₁
• Molecular Weight: 535.464
• Mol file: 1372720-40-5.mol

Synonyms:(E)-methyl 7,7'-dimethoxy-5'-(3-(4-nitrophenyl)-3-oxoprop-1-en-1-yl)-(4,4'-bibenzo[d][1,3]dioxole)-5-carboxylate

Chemical Property of (E)-methyl 7,7'-dimethoxy-5'-(3-(4-nitrophenyl)-3-oxoprop-1-en-1-yl)-(4,4'-bibenzo[d][1,3]dioxole)-5-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-methyl 7,7'-dimethoxy-5'-(3-(4-nitrophenyl)-3-oxoprop-1-en-1-yl)-(4,4'-bibenzo[d][1,3]dioxole)-5-carboxylate

There total 6 articles about (E)-methyl 7,7'-dimethoxy-5'-(3-(4-nitrophenyl)-3-oxoprop-1-en-1-yl)-(4,4'-bibenzo[d][1,3]dioxole)-5-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: 45.0%

methyl 5'-formyl-7,7'-dimethoxy-(4,4'-bibenzo[d][1,3]dioxole)-5-carboxylate (1372720-31-4) + (4-nitrophenyl)ethanone (100-19-6) → (E)-methyl 7,7'-dimethoxy-5'-(3-(4-nitrophenyl)-3-oxoprop-1-en-1-yl)-(4,4'-bibenzo[d][1,3]dioxole)-5-carboxylate (1372720-40-5)

Guidance literature:

With boron trifluoride diethyl etherate; In 1,4-dioxane; at 115 ℃; Inert atmosphere;

DOI:10.1016/j.bmc.2012.02.050

Reference yield:

bicyclol (118159-48-1) → (E)-methyl 7,7'-dimethoxy-5'-(3-(4-nitrophenyl)-3-oxoprop-1-en-1-yl)-(4,4'-bibenzo[d][1,3]dioxole)-5-carboxylate (1372720-40-5)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridinium chlorochromate / dichloromethane / 1 h / 0 - 20 °C

2: boron trifluoride diethyl etherate / 1,4-dioxane / 115 °C / Inert atmosphere

With boron trifluoride diethyl etherate; pyridinium chlorochromate; In 1,4-dioxane; dichloromethane; 2: Claisen-Schmidt reaction;

DOI:10.1016/j.bmc.2012.02.050

Reference yield:

4,4'-dimethoxy-5,6,5',6'-bis(methylenedioxy)-2,2'-biphenyldiformic anhydride → (E)-methyl 7,7'-dimethoxy-5'-(3-(4-nitrophenyl)-3-oxoprop-1-en-1-yl)-(4,4'-bibenzo[d][1,3]dioxole)-5-carboxylate (1372720-40-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 3 h / Reflux

2: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 2 h / 20 °C

3: sodium tetrahydroborate / tetrahydrofuran / 1 h / 0 - 20 °C

4: pyridinium chlorochromate / dichloromethane / 1 h / 0 - 20 °C

5: boron trifluoride diethyl etherate / 1,4-dioxane / 115 °C / Inert atmosphere

With dmap; sodium tetrahydroborate; boron trifluoride diethyl etherate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; pyridinium chlorochromate; In tetrahydrofuran; 1,4-dioxane; dichloromethane; 5: Claisen-Schmidt reaction;

DOI:10.1016/j.bmc.2012.02.050

upstream raw materials:

7,7'-dimethoxy-5'-(methoxycarbonyl)-4,4'-bibenzo[d][1,3]dioxole-5-carboxylic acid

bicyclol

methyl 5'-formyl-7,7'-dimethoxy-(4,4'-bibenzo[d][1,3]dioxole)-5-carboxylate

(4-nitrophenyl)ethanone