1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-N-benzyl-2-methylpropan-2-amine

Base Information

• Chemical Name: 1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-N-benzyl-2-methylpropan-2-amine
• CAS No.: 1426958-20-4
• Molecular Formula: C₁₇H₂₈BNO₂
• Molecular Weight: 289.226
• Mol file: 1426958-20-4.mol

Synonyms:1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-N-benzyl-2-methylpropan-2-amine

Chemical Property of 1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-N-benzyl-2-methylpropan-2-amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-N-benzyl-2-methylpropan-2-amine

There total 3 articles about 1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-N-benzyl-2-methylpropan-2-amine 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: 85.0%

N-benzylidene tert-butylamine (6852-58-0) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-N-benzyl-2-methylpropan-2-amine (1426958-20-4)

Guidance literature:

With C₅₂H₅₈N₄P₂Zn₂; In neat (no solvent); at 80 ℃; for 16h; Green chemistry;

DOI:10.1039/d0ra09648b

Reference yield:

benzyl bromide (100-39-0) → 1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-N-benzyl-2-methylpropan-2-amine (1426958-20-4)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium chloride; chloro-trimethyl-silane / tetrahydrofuran; ethylene dibromide / 2 h / 20 °C / Schlenk technique; Reflux

2: toluene; tetrahydrofuran / 4 h / 20 °C / Schlenk technique; Inert atmosphere

With chloro-trimethyl-silane; lithium chloride; In tetrahydrofuran; ethylene dibromide; toluene;

DOI:10.1002/chem.201705986

Reference yield:

2-Methyl-2-nitropropane (594-70-7) + benzyl(bromo)zinc (62673-31-8) + bis(pinacol)diborane (73183-34-3) → 1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-N-benzyl-2-methylpropan-2-amine (1426958-20-4)

Guidance literature:

In tetrahydrofuran; toluene; at 20 ℃; for 4h; Schlenk technique; Inert atmosphere;

DOI:10.1002/chem.201705986

upstream raw materials:

N-benzylidene tert-butylamine

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

benzyl bromide

2-Methyl-2-nitropropane

Downstream raw materials:

C₁₃H₁₆F₃NO

N-tert-butylbenzylamine

N-benzyl-N-(tert-butyl)acetamide