4-(Methoxycarbonyl)benzylboronic Acid Pinacol Ester

Base Information

• Chemical Name: 4-(Methoxycarbonyl)benzylboronic Acid Pinacol Ester
• CAS No.: 150033-80-0
• Molecular Formula: C₁₅H₂₁BO₄
• Molecular Weight: 276.14
• Hs Code.: 2931900090
• Mol file: 150033-80-0.mol

Synonyms:

Chemical Property of 4-(Methoxycarbonyl)benzylboronic Acid Pinacol Ester

Chemical Property:

• Boiling Point: 347.9±35.0 °C(Predicted)
• PSA: 0.00000
• Density: 1.07±0.1 g/cm3(Predicted)
• LogP: 0.00000
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

4-(Methoxycarbonyl)benzeneboronic acid, pinacol ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(Methoxycarbonyl)benzylboronic Acid Pinacol Ester

There total 8 articles about 4-(Methoxycarbonyl)benzylboronic Acid Pinacol 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: 80.0%

Methyl 4-(bromomethyl)benzoate (2417-72-3) + bis(pinacol)diborane (73183-34-3) → methyl 4-((4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl)benzoate (150033-80-0)

Guidance literature:

With potassium acetate; In toluene; mixt. of B compd., aryl halide, Pd(dba)2 complex, (4-MeOC6H4)3P, KOAc and toluene stirred for 24 h at 50°C;

DOI:10.1246/cl.2002.780

Reference yield: 76.0%

methyl 4-iodobenzoate (619-44-3) + ((4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl)zinc(II) iodide (129422-12-4) → methyl 4-((4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl)benzoate (150033-80-0)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; (N2), stirred for 3-5 h at 50°C, cooled to room temp.; diluted with benzene, washed with water and brine, dried over MgSO4;

DOI:10.1246/cl.1993.845

Reference yield: 75.0%

4-methoxycarbonylphenyl bromide (619-42-1) + pinacol (bromomethyl)boronate (166330-03-6) → methyl 4-((4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl)benzoate (150033-80-0)

Guidance literature:

With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; 4,4'-Dimethoxy-2,2'-bipyridin; zinc; In tetrahydrofuran; at 30 ℃; for 12h; chemoselective reaction; Sealed tube; Inert atmosphere;

DOI:10.1002/anie.201712428

upstream raw materials:

p-methyloxycarbonylbenzyl chloride

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

Methyl 4-(bromomethyl)benzoate

bis(pinacol)diborane

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