(R)-4,4-dimethyl-5-(dimethylphenylsilyloxy)-3-(diphenylmethylsilyl)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-propene

Base Information

• Chemical Name: (R)-4,4-dimethyl-5-(dimethylphenylsilyloxy)-3-(diphenylmethylsilyl)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-propene
• CAS No.: 915377-80-9
• Molecular Formula: C₃₄H₄₇BO₃Si₂
• Molecular Weight: 570.727
• Mol file: 915377-80-9.mol

Synonyms:(R)-4,4-dimethyl-5-(dimethylphenylsilyloxy)-3-(diphenylmethylsilyl)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-propene

Chemical Property of (R)-4,4-dimethyl-5-(dimethylphenylsilyloxy)-3-(diphenylmethylsilyl)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-propene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-4,4-dimethyl-5-(dimethylphenylsilyloxy)-3-(diphenylmethylsilyl)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-propene

There total 2 articles about (R)-4,4-dimethyl-5-(dimethylphenylsilyloxy)-3-(diphenylmethylsilyl)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-propene 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: 97.0%

(2,2-dimethyl-penta-3,4-dienyloxy)-dimethyl-phenyl-silane + 2-(methyldiphenylsilyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (200010-86-2) → (R)-4,4-dimethyl-5-(dimethylphenylsilyloxy)-3-(diphenylmethylsilyl)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-propene (915377-80-9)

Guidance literature:

With catalyst:Pd(dba)2/R-1,1'-bina-2yl-P(3,5C₆H₃-Me₂)2; In toluene; 0°C, 22-90 h, bis(dibenzylideneacetone) palladium / (R)-(1,1')binaphthalenyl-2-yl-bis-(3,5-dimethyl-phenyl)-phosphane as catalyst;

DOI:10.1021/ja063934h

Reference yield:

(2,2-dimethyl-penta-3,4-dienyloxy)-dimethyl-phenyl-silane + 2-(methyldiphenylsilyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (200010-86-2) → (S)-4,4-dimethyl-5-(dimethylphenylsilyloxy)-3-(diphenylmethylsilyl)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-propene + (R)-4,4-dimethyl-5-(dimethylphenylsilyloxy)-3-(diphenylmethylsilyl)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-propene (915377-80-9)

Guidance literature:

(R)-(+)-2,2'-bis[bis(3,5-dimethylphenyl)phosphino]-1,1'-binaphthyl; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In toluene; at 0 ℃; for 50h; Title compound not separated from byproducts;

DOI:10.1021/ja063934h

Reference yield:

(R)-4,4-dimethyl-5-(dimethylphenylsilyloxy)-3-(diphenylmethylsilyl)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-propene (915377-80-9) + benzaldehyde (100-52-7) → 6,6-dimethyl-2-phenyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-2,3,6,7-tetrahydro-oxepine

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; -78°C;

DOI:10.1021/ja063934h

upstream raw materials:

2-(methyldiphenylsilyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane