Tert-butyldimethyl((2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)allyl)oxy)silane

Base Information

• Chemical Name: Tert-butyldimethyl((2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)allyl)oxy)silane
• CAS No.: 350498-98-5
• Molecular Formula: C₁₅H₃₁BO₃Si
• Molecular Weight: 298.306
• European Community (EC) Number: 828-476-2
• DSSTox Substance ID: DTXSID40581742
• Nikkaji Number: J1.187.915B
• Wikidata: Q82472973
• Mol file: 350498-98-5.mol

Synonyms:350498-98-5;tert-butyldimethyl((2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)allyl)oxy)silane;tert-butyl-dimethyl-[2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)prop-2-enoxy]silane;tert-butyldimethyl((2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)allyl)oxy)silane(WXC09718);tert-butyldimethyl{[2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)prop-2-en-1-yl]oxy}silane;C15H31BO3Si;SCHEMBL15819184;DTXSID40581742;BDMALLJGDNDETC-UHFFFAOYSA-N;CS-0256079;F83337;tert-butyldimethyl ((2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)allyl)oxy)silane;tert-Butyl(dimethyl){[2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)prop-2-en-1-yl]oxy}silane

Chemical Property of Tert-butyldimethyl((2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)allyl)oxy)silane

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 298.2135515
• Heavy Atom Count: 20
• Complexity: 367

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)C(=C)CO[Si](C)(C)C(C)(C)C

Technology Process of Tert-butyldimethyl((2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)allyl)oxy)silane

There total 1 articles about Tert-butyldimethyl((2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)allyl)oxy)silane 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:

tert-Butyldimethyl(prop-2-ynyloxy)silane (76782-82-6) + bis(pinacol)diborane (73183-34-3) → tert-butyl (dimethyl){[(2E)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)prop-2-en-1-yl]oxy}silane (114653-19-9) + 3-[(tert-butyldimethylsilyl)oxy]-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-propene (350498-98-5)

Guidance literature:

With tri-tert-butyl phosphine; potassium acetate; copper(l) chloride; In N,N-dimethyl-formamide; at 20 ℃; for 16h;

DOI:10.1016/S0022-328X(00)00826-3

Reference yield: 75.0%

3-bromo-5-(3-isopropoxy-4-methoxyphenyl)pyridine + 3-[(tert-butyldimethylsilyl)oxy]-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-propene (350498-98-5) → 3-(3-((tert-butyldimethylsilyl)oxy)prop-1-en-2-yl)-5-(3-isopropoxy-4-methoxyphenyl)pyridine

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; potassium carbonate; In 1,4-dioxane; water; at 90 ℃; for 2h; Inert atmosphere;

Reference yield: 70.0%

3-bromo-5-(4-methoxy-3-propoxyphenyl)pyridine + 3-[(tert-butyldimethylsilyl)oxy]-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-propene (350498-98-5) → 3-(3-((tert-butyldimethylsilyl)oxy)prop-1-en-2-yl)-5-(4-methoxy-3-propoxyphenyl)pyridine

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; potassium carbonate; In 1,4-dioxane; water; at 90 ℃; for 16h; Inert atmosphere;

upstream raw materials:

tert-Butyldimethyl(prop-2-ynyloxy)silane

bis(pinacol)diborane

Downstream raw materials:

{2-[1-(tert-butyl-dimethyl-silanyloxymethyl)vinyl]phenyl}carbamic acid tert-butyl ester