C₂₇H₄₄O₅Si

Base Information

• Chemical Name: C₂₇H₄₄O₅Si
• CAS No.: 1612781-03-9
• Molecular Formula: C₂₇H₄₄O₅Si
• Molecular Weight: 476.729
• Mol file: 1612781-03-9.mol

Synonyms:C₂₇H₄₄O₅Si

Chemical Property of C₂₇H₄₄O₅Si

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₂₇H₄₄O₅Si

There total 6 articles about C₂₇H₄₄O₅Si 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: 96.0%

C15H30O2Si (1612780-94-5) + (-)-(R)-3-oxopentan-2-yl benzoate (460997-47-1) → C27H44O5Si (1612781-03-9)

Guidance literature:

(-)-(R)-3-oxopentan-2-yl benzoate; With calcium hydride; dicyclohexylboron chloride; triethylamine; In diethyl ether; benzene; at -78 - 0 ℃; for 1.08333h; Inert atmosphere;

C₁₅H₃₀O₂Si; With calcium hydride; In diethyl ether; benzene; at -78 - -20 ℃; for 17.5h; Inert atmosphere;

DOI:10.1002/anie.201310164

Reference yield:

(4-bromobutoxy)-tert-butyldimethylsilane (89043-32-3) → C27H44O5Si (1612781-03-9)

Guidance literature:

Multi-step reaction with 6 steps

1.1: magnesium; iodine / ethylene dibromide; tetrahydrofuran / 3 h / Reflux; Inert atmosphere

1.2: 2.5 h / -78 - 0 °C / Inert atmosphere

2.1: n-butyllithium; 1,1,1,3,3,3-hexamethyl-disilazane; lithium hexamethyldisilazane / hexane; tetrahydrofuran / 1 h / -78 - 0 °C / Inert atmosphere

2.2: 3.5 h / -78 - -30 °C / Inert atmosphere

3.1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 3 h / 50 °C / Inert atmosphere

4.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 2 h / 0 - 20 °C / pH 7 / Inert atmosphere

5.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 0.75 h / 0 - 20 °C / Inert atmosphere

6.1: calcium hydride; dicyclohexylboron chloride; triethylamine / benzene; diethyl ether / 1.08 h / -78 - 0 °C / Inert atmosphere

6.2: 17.5 h / -78 - -20 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; calcium hydride; dicyclohexylboron chloride; iodine; sodium hydrogencarbonate; potassium carbonate; Dess-Martin periodane; magnesium; triethylamine; 1,1,1,3,3,3-hexamethyl-disilazane; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane; diethyl ether; hexane; dichloromethane; ethylene dibromide; benzene; 3.1: |Suzuki Coupling;

DOI:10.1002/anie.201310164

Reference yield:

C22H38O4Si (1612780-81-0) → C27H44O5Si (1612781-03-9)

Guidance literature:

Multi-step reaction with 5 steps

1.1: n-butyllithium; 1,1,1,3,3,3-hexamethyl-disilazane; lithium hexamethyldisilazane / hexane; tetrahydrofuran / 1 h / -78 - 0 °C / Inert atmosphere

1.2: 3.5 h / -78 - -30 °C / Inert atmosphere

2.1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 3 h / 50 °C / Inert atmosphere

3.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 2 h / 0 - 20 °C / pH 7 / Inert atmosphere

4.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 0.75 h / 0 - 20 °C / Inert atmosphere

5.1: calcium hydride; dicyclohexylboron chloride; triethylamine / benzene; diethyl ether / 1.08 h / -78 - 0 °C / Inert atmosphere

5.2: 17.5 h / -78 - -20 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; calcium hydride; dicyclohexylboron chloride; sodium hydrogencarbonate; potassium carbonate; Dess-Martin periodane; triethylamine; 1,1,1,3,3,3-hexamethyl-disilazane; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane; diethyl ether; hexane; dichloromethane; benzene; 2.1: |Suzuki Coupling;

DOI:10.1002/anie.201310164

upstream raw materials:

C₁₅H₃₀O₂Si

(-)-(R)-3-oxopentan-2-yl benzoate

C₂₂H₃₈O₄Si

C₂₃H₃₇F₃O₆SSi

Downstream raw materials:

C₃₀H₅₂O₅Si₂