methyl N-[(4'-{[4-(3-methoxypropyl)-3-methyl-1-benzofuran-2-yl]methoxy}-1,1'-biphenyl-4-yl)sulfonyl]-L-valinate

Base Information

• Chemical Name: methyl N-[(4'-{[4-(3-methoxypropyl)-3-methyl-1-benzofuran-2-yl]methoxy}-1,1'-biphenyl-4-yl)sulfonyl]-L-valinate
• CAS No.: 857081-68-6
• Molecular Formula: C₃₂H₃₇NO₇S
• Molecular Weight: 579.714
• Mol file: 857081-68-6.mol

Synonyms:methyl N-[(4'-{[4-(3-methoxypropyl)-3-methyl-1-benzofuran-2-yl]methoxy}-1,1'-biphenyl-4-yl)sulfonyl]-L-valinate

Chemical Property of methyl N-[(4'-{[4-(3-methoxypropyl)-3-methyl-1-benzofuran-2-yl]methoxy}-1,1'-biphenyl-4-yl)sulfonyl]-L-valinate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl N-[(4'-{[4-(3-methoxypropyl)-3-methyl-1-benzofuran-2-yl]methoxy}-1,1'-biphenyl-4-yl)sulfonyl]-L-valinate

There total 9 articles about methyl N-[(4'-{[4-(3-methoxypropyl)-3-methyl-1-benzofuran-2-yl]methoxy}-1,1'-biphenyl-4-yl)sulfonyl]-L-valinate 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: 57.0%

2-bromomethyl-4-(3-methoxypropyl)-3-methylbenzofuran (857081-67-5) + methyl N-[(4'-hydroxy-1,1'-biphenyl-4-yl)sulfonyl]-L-valinate (768388-34-7) → methyl N-[(4'-{[4-(3-methoxypropyl)-3-methyl-1-benzofuran-2-yl]methoxy}-1,1'-biphenyl-4-yl)sulfonyl]-L-valinate (857081-68-6)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 12h;

DOI:10.1016/j.bmc.2005.07.076

Reference yield:

methyl N-[(4-bromophenyl)sulfonyl]-L-valinate (857078-20-7) → methyl N-[(4'-{[4-(3-methoxypropyl)-3-methyl-1-benzofuran-2-yl]methoxy}-1,1'-biphenyl-4-yl)sulfonyl]-L-valinate (857081-68-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / K₂CO₃ / Pd(PPh₃)4 / 1,2-dimethoxy-ethane; H₂O / 8 h / 90 °C

2: 57 percent / K₂CO₃ / dimethylformamide / 12 h / 20 °C

With potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,2-dimethoxyethane; water; N,N-dimethyl-formamide; 1: Suzuki coupling;

DOI:10.1016/j.bmc.2005.07.076

Reference yield:

ethyl 4-(3-methoxyprop-1-ynyl)-3-methylbenzofuran-2-carboxylate (857078-41-2) → methyl N-[(4'-{[4-(3-methoxypropyl)-3-methyl-1-benzofuran-2-yl]methoxy}-1,1'-biphenyl-4-yl)sulfonyl]-L-valinate (857081-68-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 91 percent / hydrogen / Pd/C / tetrahydrofuran / 2 h

2: 98 percent / NaOH / tetrahydrofuran; methanol / 1 h

3: 86 percent / diisobutylaluminum hydride / tetrahydrofuran; toluene / 1 h / 0 °C

4: PBr₃; pyridine / CH₂Cl₂ / 14 h / 20 °C

5: 57 percent / K₂CO₃ / dimethylformamide / 12 h / 20 °C

With pyridine; sodium hydroxide; hydrogen; phosphorus tribromide; diisobutylaluminium hydride; potassium carbonate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1016/j.bmc.2005.07.076

upstream raw materials:

2-bromomethyl-4-(3-methoxypropyl)-3-methylbenzofuran

methyl N-[(4'-hydroxy-1,1'-biphenyl-4-yl)sulfonyl]-L-valinate

methyl N-[(4-bromophenyl)sulfonyl]-L-valinate

[4-(3-methoxypropyl)-3-methyl-1-benzofuran-2-yl]methanol