3-[3-(hydroxy-phenyl-methyl)-4'-methoxy-biphenyl-4-yl]-acrylic acid benzyl ester

Base Information

• Chemical Name: 3-[3-(hydroxy-phenyl-methyl)-4'-methoxy-biphenyl-4-yl]-acrylic acid benzyl ester
• CAS No.: 391864-70-3
• Molecular Formula: C₃₀H₂₆O₄
• Molecular Weight: 450.534
• Mol file: 391864-70-3.mol

Synonyms:3-[3-(hydroxy-phenyl-methyl)-4'-methoxy-biphenyl-4-yl]-acrylic acid benzyl ester

Chemical Property of 3-[3-(hydroxy-phenyl-methyl)-4'-methoxy-biphenyl-4-yl]-acrylic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-[3-(hydroxy-phenyl-methyl)-4'-methoxy-biphenyl-4-yl]-acrylic acid benzyl ester

There total 6 articles about 3-[3-(hydroxy-phenyl-methyl)-4'-methoxy-biphenyl-4-yl]-acrylic acid benzyl ester 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: 95.0%

(carbobenzyloxymethylene)triphenylphosphorane (15097-38-8) + 5-(4-methoxy-phenyl)-3-phenyl-1,3-dihydro-isobenzofuran-1-ol (331816-33-2) → 3-[3-(hydroxy-phenyl-methyl)-4'-methoxy-biphenyl-4-yl]-acrylic acid benzyl ester (391864-70-3)

Guidance literature:

In benzene; at 80 ℃; for 1h;

DOI:10.1016/S0040-4020(01)00980-2

Reference yield:

4-methoxyphenylboronic acid (5720-07-0) → 3-[3-(hydroxy-phenyl-methyl)-4'-methoxy-biphenyl-4-yl]-acrylic acid benzyl ester (391864-70-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 99 percent / Pd(PPh₃)4; 2M aq. Na₂CO₃ / benzene; methanol / 17 h / 80 °C

2.1: TMEDA; sec-BuLi / tetrahydrofuran / 1.17 h / -78 °C

2.2: 80 percent / toluene / 12 h / Heating

3.1: 90 percent / DIBAL / CH₂Cl₂; hexane / 0.5 h / -78 °C

4.1: 95 percent / benzene / 1 h / 80 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; diisobutylaluminium hydride; sodium carbonate; In tetrahydrofuran; methanol; hexane; dichloromethane; benzene; 1.1: Suzuki-coupling conditions / 4.1: Wittig reaction;

DOI:10.1016/S0040-4020(01)00980-2

Reference yield:

4-bromo-N,N-diethylbenzamide (5892-99-9) → 3-[3-(hydroxy-phenyl-methyl)-4'-methoxy-biphenyl-4-yl]-acrylic acid benzyl ester (391864-70-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 99 percent / Pd(PPh₃)4; 2M aq. Na₂CO₃ / benzene; methanol / 17 h / 80 °C

2.1: TMEDA; sec-BuLi / tetrahydrofuran / 1.17 h / -78 °C

2.2: 80 percent / toluene / 12 h / Heating

3.1: 90 percent / DIBAL / CH₂Cl₂; hexane / 0.5 h / -78 °C

4.1: 95 percent / benzene / 1 h / 80 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; diisobutylaluminium hydride; sodium carbonate; In tetrahydrofuran; methanol; hexane; dichloromethane; benzene; 1.1: Suzuki-coupling conditions / 4.1: Wittig reaction;

DOI:10.1016/S0040-4020(01)00980-2

upstream raw materials:

(carbobenzyloxymethylene)triphenylphosphorane

5-(4-methoxy-phenyl)-3-phenyl-1,3-dihydro-isobenzofuran-1-ol

4-methoxyphenylboronic acid

4-bromo-N,N-diethylbenzamide

Downstream raw materials:

4-benzyl-2-(4-hydroxybenzyl)-2-hydroxymethyl-6-(4-hydroxyphenyl)-indan-1-one

(E)-4-benzyl-6-(4-methoxybenzylidene)-6-(4-methoxyphenyl)-indan-1-one

4-benzyl-2-(4-methoxybenzyl)-6-(4-methoxy-phenyl)-indan-1-one

4-benzyl-6-(4-methoxy-phenyl)-indan-1-one