(E)-N,N-dimethyl-2-(4-(1-phenyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)but-1-en-1-yl)phenoxy)ethanamine

Base Information

• Chemical Name: (E)-N,N-dimethyl-2-(4-(1-phenyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)but-1-en-1-yl)phenoxy)ethanamine
• CAS No.: 1421712-14-2
• Molecular Formula: C₂₆H₃₆BNO₃
• Molecular Weight: 421.388
• Mol file: 1421712-14-2.mol

Synonyms:(E)-N,N-dimethyl-2-(4-(1-phenyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)but-1-en-1-yl)phenoxy)ethanamine

Chemical Property of (E)-N,N-dimethyl-2-(4-(1-phenyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)but-1-en-1-yl)phenoxy)ethanamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-N,N-dimethyl-2-(4-(1-phenyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)but-1-en-1-yl)phenoxy)ethanamine

There total 3 articles about (E)-N,N-dimethyl-2-(4-(1-phenyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)but-1-en-1-yl)phenoxy)ethanamine 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: 47.0%

(E)-tributyl(1-phenyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)but-1-en-1-yl)stannane (1421712-24-4) + [2-(4-iodophenoxy)ethyl]dimethylamine (93790-54-6) → (E)-N,N-dimethyl-2-(4-(1-phenyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)but-1-en-1-yl)phenoxy)ethanamine (1421712-14-2)

Guidance literature:

With copper(l) iodide; triphenylphosphine; lithium chloride; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 100 ℃; for 11h; Darkness;

DOI:10.1002/chem.201202435

Reference yield:

1-phenyl-1-butyne (622-76-4,83585-27-7) + [2-(4-iodophenoxy)ethyl]dimethylamine (93790-54-6) + bis(pinacol)diborane (73183-34-3) → (E)-N,N-dimethyl-2-(4-(1-phenyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)but-1-en-1-yl)phenoxy)ethanamine (1421712-14-2) + C26H36BNO3

Guidance literature:

With C₁₈H₃₃P*CuCl; sodium t-butanolate; In toluene; at 120 ℃; for 24h; Overall yield = 80 %; Overall yield = 67 mg; Inert atmosphere; Glovebox;

DOI:10.1002/anie.201310275

Reference yield:

bis(pinacol)diborane (73183-34-3) → (E)-N,N-dimethyl-2-(4-(1-phenyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)but-1-en-1-yl)phenoxy)ethanamine (1421712-14-2)

Guidance literature:

Multi-step reaction with 2 steps

1: copper diacetate; tricyclohexylphosphine / toluene / 15 h / 20 °C / Inert atmosphere

2: bis(dibenzylideneacetone)-palladium⁽⁰⁾; copper(l) iodide; triphenylphosphine; lithium chloride / N,N-dimethyl-formamide / 11 h / 100 °C / Darkness

With copper(l) iodide; copper diacetate; triphenylphosphine; lithium chloride; bis(dibenzylideneacetone)-palladium⁽⁰⁾; tricyclohexylphosphine; In N,N-dimethyl-formamide; toluene;

DOI:10.1002/chem.201202435

upstream raw materials:

(E)-tributyl(1-phenyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)but-1-en-1-yl)stannane

[2-(4-iodophenoxy)ethyl]dimethylamine

bis(pinacol)diborane

1-phenyl-1-butyne

Downstream raw materials:

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