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

Base Information

• Chemical Name: 5-Methoxy-2-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde
• CAS No.: 1132669-90-9
• Molecular Formula: C14H19BO4
• Molecular Weight: 262.10926
• Hs Code.: 2934999090
• Mol file: 1132669-90-9.mol

Synonyms:5-Methoxy-2-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde;2-Formyl-4-methoxyphenylboronic acid pinacol ester

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

Chemical Property:

• Boiling Point: 385.8±32.0 °C(Predicted)
• PSA: 44.76000
• Density: 1.09±0.1 g/cm3(Predicted)
• LogP: 1.80690
• Storage Temp.: 2-8°C

Purity/Quality:

99%,98%, ^*data from raw suppliers

5-Methoxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

There total 12 articles about 5-Methoxy-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: 88.0%

N-tert-butyl-1-(3-methoxyphenyl)methanimine (82632-37-9) + bis(pinacol)diborane (73183-34-3) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 5-methoxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde (1132669-90-9)

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

Reference yield: 85.0%

N-tert-butyl-1-(3-methoxyphenyl)methanimine (82632-37-9) + bis(pinacol)diborane (73183-34-3) → 5-methoxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde (1132669-90-9)

Guidance literature:

bis(pinacol)diborane; With 5-methyl-2-(thiophen-3-yl)pyridine; (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; In tetrahydrofuran; at 20 ℃; for 0.0333333h; Inert atmosphere; Glovebox;

N-tert-butyl-1-(3-methoxyphenyl)methanimine; In tetrahydrofuran; at 100 ℃; for 12h; regioselective reaction; Inert atmosphere; Sealed tube;

DOI:10.1021/jacs.0c13415

Reference yield: 80.0%

2,3-dimethyl-2,3-butane diol (76-09-5) + 2-formyl-4-methoxyphenylboronic acid (139962-95-1) → 5-methoxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde (1132669-90-9)

Guidance literature:

With magnesium sulfate; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1002/ejoc.201001023

upstream raw materials:

2,3-dimethyl-2,3-butane diol

2-formyl-4-methoxyphenylboronic acid

2-Bromo-5-methoxybenzaldehyde ethylene glycol acetal

3-methoxy-benzaldehyde

Downstream raw materials:

1,3-dihydro-5-methoxy-1-hydroxy-2,1-benzoxaborole

2-formyl-4-methoxyphenylboronic acid