4,5-dimethoxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde

Base Information

• Chemical Name: 4,5-dimethoxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde
• CAS No.: 1098755-60-2
• Molecular Formula: C₁₅H₂₁BO₅
• Molecular Weight: 292.14
• Mol file: 1098755-60-2.mol

Synonyms:4,5-dimethoxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde

Chemical Property of 4,5-dimethoxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4,5-dimethoxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde

There total 4 articles about 4,5-dimethoxy-2-(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: 95.0%

2-bromo-4,5-dimethoxybenzaldehyde (5392-10-9) + bis(pinacol)diborane (73183-34-3) → 4,5-dimethoxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde (1098755-60-2)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; at 80 ℃; for 36h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.6b00269

Reference yield: 85.0%

2-iodo-4,5-dimethoxybenzaldehyde (61203-53-0) + bis(pinacol)diborane (73183-34-3) → 4,5-dimethoxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde (1098755-60-2)

Guidance literature:

With potassium acetate; palladium diacetate; In N,N-dimethyl-formamide; at 80 ℃; for 18h; Inert atmosphere;

DOI:10.1021/jo802370v

Reference yield: 84.0%

N-tert-butyl-1-(3,4-dimethoxyphenyl)methanimine (54841-02-0) + bis(pinacol)diborane (73183-34-3) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 4,5-dimethoxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde (1098755-60-2)

Guidance literature:

With 8-amino quinoline; (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; In tetrahydrofuran; at 90 ℃; for 12h; Glovebox;

DOI:10.1021/jacs.5b11683

upstream raw materials:

2-iodo-4,5-dimethoxybenzaldehyde

bis(pinacol)diborane

N-tert-butyl-1-(3,4-dimethoxyphenyl)methanimine

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

Downstream raw materials:

5-benzyloxy-3,4,4',5'-tetramethoxybiphenyl-2,2'-dicarbaldehyde

(2-formyl-4,5-dimethoxyphenyl)boronic acid