4,4,5,5-tetramethyl-2-[(dimethylphenylsilyl)methyl]-1,3,2-dioxaborolane

Base Information

• Chemical Name: 4,4,5,5-tetramethyl-2-[(dimethylphenylsilyl)methyl]-1,3,2-dioxaborolane
• CAS No.: 1350934-21-2
• Molecular Formula: C₁₅H₂₅BO₂Si
• Molecular Weight: 276.259
• Mol file: 1350934-21-2.mol

Synonyms:4,4,5,5-tetramethyl-2-[(dimethylphenylsilyl)methyl]-1,3,2-dioxaborolane

Chemical Property of 4,4,5,5-tetramethyl-2-[(dimethylphenylsilyl)methyl]-1,3,2-dioxaborolane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4,4,5,5-tetramethyl-2-[(dimethylphenylsilyl)methyl]-1,3,2-dioxaborolane

There total 2 articles about 4,4,5,5-tetramethyl-2-[(dimethylphenylsilyl)methyl]-1,3,2-dioxaborolane 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: 85.0%

2,3-dimethyl-2,3-butane diol (76-09-5) + 5-methyl-5,6-dihydrobenzo[e]pyrazolo[1,5-c][1,3,2]diazaborinine (1350934-17-6) + Dimethylphenylsilane (766-77-8) → 4,4,5,5-tetramethyl-2-[(dimethylphenylsilyl)methyl]-1,3,2-dioxaborolane (1350934-21-2)

Guidance literature:

With norbornene; anisole; TsOH*H₂O; carbonyl bis(hydrido)tris(triphenylphosphine)ruthenium(II); In toluene; boron compd., RuH2(CO)(PPh3)3, norbornene, silane and anisol in toluene heated (135°C, 12 h), treated with pinacol and TsOH*H2O at room temp. for 1 h; NMR;

DOI:10.1246/cl.2011.916

Reference yield: 47.0%

2,3-dimethyl-2,3-butane diol (76-09-5) + trimethylphenylsilane (768-32-1) + 2,2'-bis(1,3,2-benzodioxaborole) (13826-27-2) → 4,4,5,5-tetramethyl-2-[(dimethylphenylsilyl)methyl]-1,3,2-dioxaborolane (1350934-21-2)

Guidance literature:

trimethylphenylsilane; 2,2'-bis(1,3,2-benzodioxaborole); With 2-chloro-1,3,2-benzodioxaborole; N-(2,2,2-trifluoroethoxy)phthalimide; In acetonitrile; at 25 ℃; Irradiation;

2,3-dimethyl-2,3-butane diol; With triethylamine; In acetonitrile;

DOI:10.1038/s41586-020-2831-6

Reference yield: 78.0%

1-Bromonaphthalene (90-11-9) + 4,4,5,5-tetramethyl-2-[(dimethylphenylsilyl)methyl]-1,3,2-dioxaborolane (1350934-21-2) → dimethyl(naphthalen-1-ylmethyl)(phenyl)silane (1350934-29-0)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; cesiumhydroxide monohydrate; In tetrahydrofuran; water; at 80 ℃; for 24h; Inert atmosphere;

DOI:10.1246/cl.2011.916

upstream raw materials:

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

5-methyl-5,6-dihydrobenzo[e]pyrazolo[1,5-c][1,3,2]diazaborinine

Dimethylphenylsilane

trimethylphenylsilane

Downstream raw materials:

dimethyl(naphthalen-1-ylmethyl)(phenyl)silane

3'-(dimethylphenylsilylmethyl)acetophenone