(E)-2-(3-cyclohexylallyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Base Information

• Chemical Name: (E)-2-(3-cyclohexylallyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS No.: 1446696-17-8
• Molecular Formula: C₁₅H₂₇BO₂
• Molecular Weight: 250.189
• Mol file: 1446696-17-8.mol

Synonyms:(E)-2-(3-cyclohexylallyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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

There total 9 articles about (E)-2-(3-cyclohexylallyl)-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: 76.0%

1-cyclohexylprop-2-en-1-ol (4352-44-7) + bis(pinacol)diborane (73183-34-3) → (E)-2-(3-cyclohexylallyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1446696-17-8)

Guidance literature:

With iron(III)-acetylacetonate; lithium tert-butoxide; In N,N-dimethyl acetamide; at 25 ℃; for 12h; Reagent/catalyst; Solvent; diastereoselective reaction; Catalytic behavior; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.1c03359

Reference yield: 72.0%

2-(1-cyclohexylallyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane → (E)-2-(3-cyclohexylallyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1446696-17-8)

Guidance literature:

With disodium hydrogenphosphate; palladium diacetate; bis(pinacol)diborane; copper dichloride; In tetrahydrofuran; at 20 ℃; for 16h; Schlenk technique; Inert atmosphere;

DOI:10.1002/anie.201405700

Reference yield:

(1-Methoxy-allyl)-cyclohexane (136803-10-6) + bis(pinacol)diborane (73183-34-3) → (E)-2-(3-cyclohexylallyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1446696-17-8) + (Z)-pinacolato (3-cyclohexyl-2-propen-1-yl)boronate (1446696-18-9)

Guidance literature:

With iron(III)-acetylacetonate; lithium tert-butoxide; In N,N-dimethyl acetamide; at 25 ℃; for 12h; Overall yield = 75 percent; diastereoselective reaction; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.1c03359

upstream raw materials:

(1-Methoxy-allyl)-cyclohexane

bis(pinacol)diborane

1-cyclohexyl-1-(benzyloxy)-2-propene

(1-Cyclohexyl-allyloxy)-trimethyl-silane