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

Base Information

• Chemical Name: 2-(Diphenylmethylsilyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS No.: 200010-86-2
• Molecular Formula: C19H25BO2Si
• Molecular Weight: 324.303
• Mol file: 200010-86-2.mol

Synonyms:

Chemical Property of 2-(Diphenylmethylsilyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property:

Purity/Quality:

Safty Information:

• Statements: R10:Flammable.; R36/37/38:Irritating to eyes, respiratory system and skin.
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S36:Wear suitable prot

MSDS Files:

Useful:

Technology Process of 2-(Diphenylmethylsilyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

There total 1 articles about 2-(Diphenylmethylsilyl)-4,4,5,5-tetramethyl-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: 60.0%

[methyl(diphenyl)silyl]lithium + 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (61676-62-8) → 2-(methyldiphenylsilyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (200010-86-2)

Guidance literature:

In tetrahydrofuran; hexane; (N2); soln. of Ph2MeSiLi in THF added dropwise to stirred soln. of alkoxyborane (2 equiv.) in hexane at 0°C for 30 min; mixt. stirred overnight at room temp.; evapd.; residue was taken up in hexane; filtered under N2; filtrate concd. in vac.; distd. (132-142°C, 0.2 mmHg);

DOI:10.1021/om000254t

Reference yield: 97.0%

cis-9-methylenebicyclo{6.1.0}nonane (77769-29-0) + 2-(methyldiphenylsilyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (200010-86-2) → (1S,2S)-2-[1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethenyl]-1-(methyldiphenylsilyl)cyclooctane

Guidance literature:

With Pd₂(C₆H₅CHCHCOCHCHC₆H₅)3; (P)-H(C₁₀H₆N₂(C₅H₁₁O)2)950(C₁₅H₉N₂P(C₈H₉)2)50C₇H₇; In toluene; heating mixt. of methylenecyclopropane deriv., silaborane deriv., palladium compd. and phosphine deriv. in toluene at 50°C for 48 h;

DOI:10.1021/ja303506k

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

upstream raw materials:

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Downstream raw materials:

(R)-4,4-dimethyl-3-(diphenylmethylsilyl)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-penten-5-al

Refernces