3-Chloro-5-methoxycarbonyl-phenyl-boronic acid pinacol ester

Base Information

• Chemical Name: 3-Chloro-5-methoxycarbonyl-phenyl-boronic acid pinacol ester
• CAS No.: 408492-29-5
• Molecular Formula: C14H18BClO4
• Molecular Weight: 296.559
• Mol file: 408492-29-5.mol

Synonyms:2-(3-Cl-5-(MeO2C)C6H3)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;methyl 3-chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate;3-chloro-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzoic acid methyl ester;

Chemical Property of 3-Chloro-5-methoxycarbonyl-phenyl-boronic acid pinacol ester

Chemical Property:

• PSA: 44.76000
• LogP: 2.42580

Purity/Quality:

97% ^*data from raw suppliers

3-Chloro-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzoicacidmethylester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-Chloro-5-methoxycarbonyl-phenyl-boronic acid pinacol ester

There total 2 articles about 3-Chloro-5-methoxycarbonyl-phenyl-boronic 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: 70.0%

methyl 3-chlorobenzoate (2905-65-9) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → methyl 3-chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate (408492-29-5)

Guidance literature:

With 4,4'-di-tert-butyl-2,2'-bipyridine; (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; In hexane; at 25 ℃; for 24h;

DOI:10.1039/b311103b

Reference yield:

methyl 3-chlorobenzoate (2905-65-9) + bis(pinacol)diborane (73183-34-3) → methyl 3-chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate (408492-29-5)

Guidance literature:

With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 4,4'-di-tert-butyl-2,2'-bipyridine; In hexane; at 25 ℃; for 8h;

DOI:10.1002/1521-3773(20020816)41:16<3056::AID-ANIE3056>3.0.CO;2-#

Reference yield: 97.0%

2-(hydroxymethyl)-2-methylpropane-1,3-diol (77-85-0) + methyl 3-chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate (408492-29-5) → Na(3-Cl-5-(MeO2C)-C6H3B(OCH2)3CCH3)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; water; at 30 ℃; for 16h; Inert atmosphere;

DOI:10.1246/cl.2011.702

upstream raw materials:

methyl 3-chlorobenzoate

bis(pinacol)diborane

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

Downstream raw materials:

methyl 3-chloro-5-hydroxybenzoate

3-chloro-5-pyridin-2-yl-benzoic acid methyl ester

C₁₅H₁₀ClNO₂

[3-chloro-5-(methoxycarbonyl)phenyl]boronic acid