2,4-DiMethoxy-6-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde

Base Information

• Chemical Name: 2,4-DiMethoxy-6-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde
• CAS No.: 1265360-45-9
• Molecular Formula: C15H21BO5
• Molecular Weight: 292.14
• Hs Code.: 2934999090
• Mol file: 1265360-45-9.mol

Synonyms:2,4-DiMethoxy-6-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde;2-ForMyl-3,5-diMethoxyphenylboronic acid, pinacol ester

Chemical Property of 2,4-DiMethoxy-6-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde

Chemical Property:

• PSA: 53.99000
• LogP: 1.81550
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

2-Formyl-3,5-dimethoxyphenylboronicAcidPinacolEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2-Formyl-3,5-dimethoxyphenylboronic Acid Pinacol Ester is used in the synthesis of metabolite such as N-Hydroxyaristolactams and Aristolochic Acids which are both nephrotoxic and carcinogenic.

Technology Process of 2,4-DiMethoxy-6-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde

There total 3 articles about 2,4-DiMethoxy-6-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde 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: 72.0%

2-bromo-4,6-dimethoxybenzaldehyde (81574-69-8) + bis(pinacol)diborane (73183-34-3) → 2,4-dimethoxy-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde (1265360-45-9)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In 1,4-dioxane; at 80 ℃; for 12h;

DOI:10.1016/j.tetlet.2021.152980

Reference yield:

1-bromo-3,5-dimethoxybenzene (20469-65-2) → 2,4-dimethoxy-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde (1265360-45-9)

Guidance literature:

Multi-step reaction with 2 steps

1: trichlorophosphate / 1 h / 0 - 100 °C

2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 0.75 h / 120 °C / Inert atmosphere; Microwave irradiation

With trichlorophosphate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane;

Reference yield:

3-formyl-3,5-dimethoxyphenyl trifluoromethanesulphonate (337375-98-1) + bis(pinacol)diborane (73183-34-3) → 2,4-dimethoxy-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde (1265360-45-9)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate;

DOI:10.1021/tx500122x

upstream raw materials:

2-bromo-4,6-dimethoxybenzaldehyde

bis(pinacol)diborane

1-bromo-3,5-dimethoxybenzene

3-formyl-3,5-dimethoxyphenyl trifluoromethanesulphonate

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