methyl {3-benzyloxy-4-[3,4-bis(benzyloxy)phenyl]-5-oxofuran-2(5H)-ylidene}(4-benzyloxyphenyl)acetate

Base Information

• Chemical Name: methyl {3-benzyloxy-4-[3,4-bis(benzyloxy)phenyl]-5-oxofuran-2(5H)-ylidene}(4-benzyloxyphenyl)acetate
• CAS No.: 887259-49-6
• Molecular Formula: C₄₇H₃₈O₈
• Molecular Weight: 730.814
• Mol file: 887259-49-6.mol

Synonyms:methyl {3-benzyloxy-4-[3,4-bis(benzyloxy)phenyl]-5-oxofuran-2(5H)-ylidene}(4-benzyloxyphenyl)acetate

Chemical Property of methyl {3-benzyloxy-4-[3,4-bis(benzyloxy)phenyl]-5-oxofuran-2(5H)-ylidene}(4-benzyloxyphenyl)acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl {3-benzyloxy-4-[3,4-bis(benzyloxy)phenyl]-5-oxofuran-2(5H)-ylidene}(4-benzyloxyphenyl)acetate

There total 2 articles about methyl {3-benzyloxy-4-[3,4-bis(benzyloxy)phenyl]-5-oxofuran-2(5H)-ylidene}(4-benzyloxyphenyl)acetate 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: 99.0%

2-[3,4-bis(benzyloxy)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (887259-46-3) + methyl {3-benzyloxy-5-oxo-4-[(trifluoromethylsulfonyl)oxy]furan-2(5H)-ylidene}(4-benzyloxyphenyl)acetate (887259-45-2) → methyl {3-benzyloxy-4-[3,4-bis(benzyloxy)phenyl]-5-oxofuran-2(5H)-ylidene}(4-benzyloxyphenyl)acetate (887259-49-6)

Guidance literature:

With sodium carbonate; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; for 2h; Heating;

DOI:10.1002/ejoc.200500837

Reference yield:

(((4-bromo-1,2-phenylene)bis(oxy))bis(methylene))dibenzene (16047-57-7) → methyl {3-benzyloxy-4-[3,4-bis(benzyloxy)phenyl]-5-oxofuran-2(5H)-ylidene}(4-benzyloxyphenyl)acetate (887259-49-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-BuLi; trimethylborate / tetrahydrofuran; hexane / -78 - 20 °C

1.2: 66 percent / MgSO₄ / CH₂Cl₂ / 2 h / 20 °C

2.1: 99 percent / aq. Na₂CO₃ / PdCl₂(PPh₃)2 / tetrahydrofuran / 2 h / Heating

With n-butyllithium; Trimethyl borate; sodium carbonate; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; hexane; 2.1: Suzuki-Miyaura coupling;

DOI:10.1002/ejoc.200500837

Reference yield: 35.0%

methyl {3-benzyloxy-4-[3,4-bis(benzyloxy)phenyl]-5-oxofuran-2(5H)-ylidene}(4-benzyloxyphenyl)acetate (887259-49-6) → methyl [4-(3,4-dihydroxyphenyl)-3-hydroxy-5-oxofuran-2(5H)-ylidene](4-hydroxyphenyl)acetate

Guidance literature:

With hydrogen; palladium on activated charcoal; In dichloromethane; for 28h;

DOI:10.1002/ejoc.200500837

upstream raw materials:

2-[3,4-bis(benzyloxy)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

methyl {3-benzyloxy-5-oxo-4-[(trifluoromethylsulfonyl)oxy]furan-2(5H)-ylidene}(4-benzyloxyphenyl)acetate

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