3-METHOXY-4-METHOXYCARBONYLPHENYLBORONIC ACID, PINACOL ESTER

Base Information

• Chemical Name: 3-METHOXY-4-METHOXYCARBONYLPHENYLBORONIC ACID, PINACOL ESTER
• CAS No.: 603122-40-3
• Molecular Formula: C15H21BO5
• Molecular Weight: 292.14
• Hs Code.: 2934999090
• Mol file: 603122-40-3.mol

Synonyms:3-METHOXY-4-METHOXYCARBONYLPHENYLBORONIC ACID PINACOL ESTER;

Chemical Property of 3-METHOXY-4-METHOXYCARBONYLPHENYLBORONIC ACID, PINACOL ESTER

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 400.806oC at 760 mmHg
• Flash Point: 196.201oC
• PSA: 53.99000
• Density: 1.113g/cm3
• LogP: 1.78100
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

3-Methoxy-4-methoxycarbonylphenylboronic acid, pinacol ester Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-METHOXY-4-METHOXYCARBONYLPHENYLBORONIC ACID, PINACOL ESTER

There total 5 articles about 3-METHOXY-4-METHOXYCARBONYLPHENYLBORONIC 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: 88.0%

methyl 4-bromo-2-methoxybenzoate (139102-34-4) + bis(pinacol)diborane (73183-34-3) → methyl 2-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate (603122-40-3)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; at 90 ℃; for 3h; Sealed tube; Inert atmosphere;

Reference yield: 84.0%

→ methyl 2-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate (603122-40-3)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; at 80 ℃; for 20h;

Reference yield:

4-bromosalicylic acid (1666-28-0) → methyl 2-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate (603122-40-3)

Guidance literature:

Multi-step reaction with 3 steps

1: sulfuric acid / 24 h / 80 °C

2: potassium carbonate / N,N-dimethyl-formamide / 0 - 20 °C

3: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate / N,N-dimethyl-formamide / 1.5 h / 100 °C / Microwave irradiation

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sulfuric acid; potassium acetate; potassium carbonate; In N,N-dimethyl-formamide;

DOI:10.1021/jm201683b

upstream raw materials:

methyl 4-bromo-2-methoxybenzoate

bis(pinacol)diborane

4-bromosalicylic acid

4-bromo-2-Hydroxybenzoic Acid Methylester

Downstream raw materials:

(3-methoxy-4-(methoxycarbonyl)phenyl)boronic acid

methyl 4-(2-amino-5-bromopyridin-3-yl)-2-methoxybenzoate

C₁₄H₁₅BN₂O₅

methyl 4-(2-amino-5-(thiophen-2-yl)pyridin-3-yl)-2-methoxybenzoate

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