2,2-dimethylpropane-1,3-diyl [2-methoxy-5-methyl-3-trimethylsilylethynylphenyl] boronate

Base Information

• Chemical Name: 2,2-dimethylpropane-1,3-diyl [2-methoxy-5-methyl-3-trimethylsilylethynylphenyl] boronate
• CAS No.: 884010-32-6
• Molecular Formula: C₁₈H₂₇BO₃Si
• Molecular Weight: 330.307
• Mol file: 884010-32-6.mol

Synonyms:2,2-dimethylpropane-1,3-diyl [2-methoxy-5-methyl-3-trimethylsilylethynylphenyl] boronate

Chemical Property of 2,2-dimethylpropane-1,3-diyl [2-methoxy-5-methyl-3-trimethylsilylethynylphenyl] boronate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,2-dimethylpropane-1,3-diyl [2-methoxy-5-methyl-3-trimethylsilylethynylphenyl] boronate

There total 3 articles about 2,2-dimethylpropane-1,3-diyl [2-methoxy-5-methyl-3-trimethylsilylethynylphenyl] boronate 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%

2,2-dimethylpropane-1,3-diyl [3-bromo-2-methoxy-5-methylphenyl] boronate (884010-21-3) + trimethylsilylacetylene (1066-54-2) → 2,2-dimethylpropane-1,3-diyl [2-methoxy-5-methyl-3-trimethylsilylethynylphenyl] boronate (884010-32-6)

Guidance literature:

With copper(l) iodide; diethylamine; triphenylphosphine; bis-triphenylphosphine-palladium(II) chloride; In N,N-dimethyl-formamide; at 120 ℃; for 0.416667h; microwave irradiation;

DOI:10.1016/j.tetlet.2006.02.012

Reference yield:

3-bromo-2-methoxy-5-methyl phenylboronic acid → 2,2-dimethylpropane-1,3-diyl [2-methoxy-5-methyl-3-trimethylsilylethynylphenyl] boronate (884010-32-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / toluene / 1 h / Heating

2: 95 percent / triphenylphosphine; diethylamine; CuI / PdCl₂(PPh₃)2 / dimethylformamide / 0.42 h / 120 °C / microwave irradiation

With copper(l) iodide; diethylamine; triphenylphosphine; bis-triphenylphosphine-palladium(II) chloride; In N,N-dimethyl-formamide; toluene; 2: Sonogashira reacion;

DOI:10.1016/j.tetlet.2006.02.012

Reference yield:

2,2-Dimethyl-1,3-propanediol (126-30-7) → 2,2-dimethylpropane-1,3-diyl [2-methoxy-5-methyl-3-trimethylsilylethynylphenyl] boronate (884010-32-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / toluene / 1 h / Heating

2: 95 percent / triphenylphosphine; diethylamine; CuI / PdCl₂(PPh₃)2 / dimethylformamide / 0.42 h / 120 °C / microwave irradiation

With copper(l) iodide; diethylamine; triphenylphosphine; bis-triphenylphosphine-palladium(II) chloride; In N,N-dimethyl-formamide; toluene; 2: Sonogashira reacion;

DOI:10.1016/j.tetlet.2006.02.012

upstream raw materials:

2,2-dimethylpropane-1,3-diyl [3-bromo-2-methoxy-5-methylphenyl] boronate

trimethylsilylacetylene

2,2-Dimethyl-1,3-propanediol