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

Base Information

• Chemical Name: 2-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)benzylsulfanyl]benzofuran
• CAS No.: 854372-33-1
• Molecular Formula: C₂₁H₂₃BO₃S
• Molecular Weight: 366.289
• Mol file: 854372-33-1.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 2 articles about 2-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)benzylsulfanyl]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: 40.0%

4-(2'-hydroxyphenyl)-1,2,3-thiadiazole (59834-06-9) + 4-bromomethylphenylboronic acid pinacol ester (138500-85-3) → 2-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)benzylsulfanyl]benzofuran (854372-33-1)

Guidance literature:

With potassium carbonate; In acetonitrile; at 90 ℃;

Reference yield: 40.0%

2-[1,2,3]thiadiazol-4-ylphenol + 4-bromomethylphenylboronic acid pinacol ester (138500-85-3) → 2-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)benzylsulfanyl]benzofuran (854372-33-1)

Guidance literature:

With potassium carbonate; In acetonitrile; for 24h; Heating;

DOI:10.1016/j.bmc.2005.07.076

Reference yield:

2-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)benzylsulfanyl]benzofuran (854372-33-1) → D-2-[4'-(benzofuran-2-sulfinylmethyl)biphenyl-4-sulfonylamino]-3-methylbutyric acid methyl ester (857081-84-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 54 percent / K₂CO₃ / Pd(PPh₃)4 / 1,2-dimethoxy-ethane; H₂O / 8 h / 90 °C

2: 83 percent / m-chloroperoxybenzoic acid / CH₂Cl₂ / 0.75 h / 0 - 20 °C

With potassium carbonate; 3-chloro-benzenecarboperoxoic acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,2-dimethoxyethane; dichloromethane; water; 1: Suzuki coupling;

DOI:10.1016/j.bmc.2005.07.076

upstream raw materials:

4-bromomethylphenylboronic acid pinacol ester

4-(2'-hydroxyphenyl)-1,2,3-thiadiazole

Downstream raw materials:

D-2-[4'-(benzofuran-2-sulfinylmethyl)biphenyl-4-sulfonylamino]-3-methylbutyric acid methyl ester

D-2-[4'-(benzofuran-2-sulfonylmethyl)biphenyl-4-sulfonylamino]-3-methylbutyric acid methyl ester