2-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl N,N-diethylcarbamate

Base Information

Chemical Name:2-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl N,N-diethylcarbamate
CAS No.:1245824-40-1
Molecular Formula:C₁₈H₂₈BNO₄
Molecular Weight:333.236
Hs Code.:

Synonyms:2-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl N,N-diethylcarbamate

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Chemical Property of 2-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl N,N-diethylcarbamate

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Technology Process of 2-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl N,N-diethylcarbamate

There total 3 articles about 2-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl N,N-diethylcarbamate 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: 80.0%

: 85630-35-9
N,N-diethyl-2-methylcarbamoyloxybenzene

: 73183-34-3
bis(pinacol)diborane

: 1245824-40-1
2-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl N,N-diethylcarbamate

Guidance literature:: bis(pinacol)diborane; With 5-methyl-2-(thiophen-3-yl)pyridine; (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; In tetrahydrofuran; at 20 ℃; for 0.0333333h; Inert atmosphere; Glovebox;

N,N-diethyl-2-methylcarbamoyloxybenzene; In tetrahydrofuran; at 100 ℃; for 12h; regioselective reaction; Inert atmosphere; Sealed tube;
DOI:10.1021/jacs.0c13415

Reference yield: 66.0%

: 85630-35-9
N,N-diethyl-2-methylcarbamoyloxybenzene

: 25015-63-8
4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

: 1245824-40-1
2-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl N,N-diethylcarbamate

Guidance literature:: With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; In hexane; at 70 ℃; Inert atmosphere; Sealed tube;
DOI:10.1021/ol101493m

Reference yield:

: 88-10-8
N,N-diethylcarbamyl chloride

: 95-48-7,77504-84-8
ortho-cresol

: 1245824-40-1
2-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl N,N-diethylcarbamate

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride / mineral oil; tetrahydrofuran / 0.58 h / 0 °C

1.2: 12.08 h / 0 - 20 °C

2.1: 5-methyl-2-(thiophen-3-yl)pyridine; (1,5-cyclooctadiene)(methoxy)iridium(I) dimer / tetrahydrofuran / 0.03 h / 20 °C / Inert atmosphere; Glovebox

2.2: 12 h / 100 °C / Inert atmosphere; Sealed tube

With 5-methyl-2-(thiophen-3-yl)pyridine; (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; sodium hydride; In tetrahydrofuran; mineral oil;
DOI:10.1021/jacs.0c13415