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

Base Information

• Chemical Name: 2-methoxy-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde
• CAS No.: 866546-13-6
• Molecular Formula: C14H19BO4
• Molecular Weight: 262.113
• Mol file: 866546-13-6.mol

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

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

Chemical Property:

• Boiling Point: 385.5±32.0 °C(Predicted)
• PSA: 44.76000
• Density: 1.09±0.1 g/cm3(Predicted)
• LogP: 1.80690

Purity/Quality:

97% ^*data from raw suppliers

3-Formyl-4-methoxyphenylboronicAcidPinacolEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 2 articles about 2-methoxy-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: 92.0%

2,3-dimethyl-2,3-butane diol (76-09-5) + 3-formyl-4-methoxyphenylboronic acid (121124-97-8) → 2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde (866546-13-6)

Guidance literature:

In ethyl acetate; for 4h;

DOI:10.1111/j.1747-0285.2010.00984.x

Reference yield:

5-bromo-2-methoxybenzaldehyde (25016-01-7) + bis(pinacol)diborane (73183-34-3) → 2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde (866546-13-6)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; at 90 ℃; for 24h; Inert atmosphere; Schlenk technique;

DOI:10.1016/j.tetlet.2016.06.066

Reference yield: 82.0%

2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde (866546-13-6) + 2-bromo-6,7-dihydro-5H-pyrrolo[1,2-a]imidazole (1525619-20-8) → 5-(6,7-dihydro-5H-pyrrolo[1,2-a]imidazol-2-yl)-2-methoxybenzaldehyde

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium carbonate; In water; acetonitrile; at 95 ℃; Inert atmosphere;

DOI:10.1021/acs.jmedchem.8b00375

upstream raw materials:

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

3-formyl-4-methoxyphenylboronic acid

5-bromo-2-methoxybenzaldehyde

bis(pinacol)diborane

Downstream raw materials:

2-methoxy-5-[1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]benzaldehyde

3-[1-(ethylsulfonyl)-4-piperidinyl]-5-[3-formyl-4-(methyloxy)phenyl]-1H-indole-7-carboxamide

C₂₆H₃₆BNO₅

4-[3-(benzylaminomethyl)-4-methoxyphenyl]-3-bromo-5-hydroxy-5H-furan-2-one