3-methyl-2-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenoxymethyl]benzofuran

Base Information

• Chemical Name: 3-methyl-2-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenoxymethyl]benzofuran
• CAS No.: 854371-73-6
• Molecular Formula: C₂₂H₂₅BO₄
• Molecular Weight: 364.249
• Mol file: 854371-73-6.mol

Synonyms:3-methyl-2-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenoxymethyl]benzofuran

Chemical Property of 3-methyl-2-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenoxymethyl]benzofuran

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-methyl-2-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenoxymethyl]benzofuran

There total 1 articles about 3-methyl-2-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenoxymethyl]benzofuran 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: 96.0%

2-Chloromethyl-3-methyl-benzofuran (160875-29-6) + 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (269409-70-3) → 3-methyl-2-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenoxymethyl]benzofuran (854371-73-6)

Guidance literature:

With potassium carbonate; In acetonitrile; at 70 ℃; for 16h;

DOI:10.1016/j.bmc.2005.07.076

Reference yield: 75.0%

methyl N-[(4-bromophenyl)sulfonyl]-D-valinate (544709-92-4) + 3-methyl-2-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenoxymethyl]benzofuran (854371-73-6) → methyl N-({4'-[(3-methyl-1-benzofuran-2-yl)methoxy]-1,1'-biphenyl-4-yl}sulfonyl)-D-valinate (854371-74-7)

Guidance literature:

With potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,2-dimethoxyethane; water; at 90 ℃; for 8h;

DOI:10.1016/j.bmc.2005.07.076

Reference yield:

3-methyl-2-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenoxymethyl]benzofuran (854371-73-6) → D-3-methyl-2-[4'-(3-methyl-benzofuran-2-ylmethoxy)-biphenyl-4-sulfonylamino]-butyric acid

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / K₂CO₃ / Pd(PPh₃)4 / 1,2-dimethoxy-ethane; H₂O / 8 h / 90 °C

2: 89 percent / LiOH / tetrahydrofuran; methanol; H₂O / 12 h

With lithium hydroxide; potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; water; 1: Suzuki coupling;

DOI:10.1016/j.bmc.2005.07.076

upstream raw materials:

2-Chloromethyl-3-methyl-benzofuran

4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol

Downstream raw materials:

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