(Z)-4,4,5,5-tetramethyl-2-(5-methyl-1-(o-tolyl)hex-2-en-2-yl)-1,3,2-dioxaborolane

Base Information

Chemical Name:(Z)-4,4,5,5-tetramethyl-2-(5-methyl-1-(o-tolyl)hex-2-en-2-yl)-1,3,2-dioxaborolane
CAS No.:1429767-17-8
Molecular Formula:C₂₀H₃₁BO₂
Molecular Weight:314.276
Hs Code.:

Synonyms:(Z)-4,4,5,5-tetramethyl-2-(5-methyl-1-(o-tolyl)hex-2-en-2-yl)-1,3,2-dioxaborolane

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Chemical Property of (Z)-4,4,5,5-tetramethyl-2-(5-methyl-1-(o-tolyl)hex-2-en-2-yl)-1,3,2-dioxaborolane

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Technology Process of (Z)-4,4,5,5-tetramethyl-2-(5-methyl-1-(o-tolyl)hex-2-en-2-yl)-1,3,2-dioxaborolane

There total 5 articles about (Z)-4,4,5,5-tetramethyl-2-(5-methyl-1-(o-tolyl)hex-2-en-2-yl)-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: 66.0%

: 932-31-0
ortho-tolylmagnesium bromide

: 1429767-08-7
2-((5-methyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)hex-1-en-3-yl)sulfonyl)pyridine

: 1429767-17-8
(Z)-4,4,5,5-tetramethyl-2-(5-methyl-1-(o-tolyl)hex-2-en-2-yl)-1,3,2-dioxaborolane

Guidance literature:: With copper(II) bis(trifluoromethanesulfonate); In dichloromethane; N,N-dimethyl-formamide; at 20 ℃; for 0.666667h; stereoselective reaction; Inert atmosphere;
DOI:10.1021/ol4007663

Reference yield:

: C₈H₁₄O₃S

: 1429767-17-8
(Z)-4,4,5,5-tetramethyl-2-(5-methyl-1-(o-tolyl)hex-2-en-2-yl)-1,3,2-dioxaborolane

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / acetonitrile; mineral oil / Inert atmosphere; Cooling with ice

1.2: Inert atmosphere

2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 20 °C / Inert atmosphere; Cooling with ice

3.1: copper dichloride; sodium t-butanolate; tri-tert-butyl phosphine; methanol / toluene / 1 h / 0 - 20 °C / Inert atmosphere

4.1: copper(II) bis(trifluoromethanesulfonate) / dichloromethane; N,N-dimethyl-formamide / 0.67 h / 20 °C / Inert atmosphere

With methanol; tri-tert-butyl phosphine; copper(II) bis(trifluoromethanesulfonate); sodium hydride; 3-chloro-benzenecarboperoxoic acid; copper dichloride; sodium t-butanolate; In dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile; mineral oil;
DOI:10.1021/ol4007663

Reference yield:

: 65489-13-6,65489-14-7,85798-44-3,61996-79-0
5-methyl-1-hexyn-3-ol

: 1429767-17-8
(Z)-4,4,5,5-tetramethyl-2-(5-methyl-1-(o-tolyl)hex-2-en-2-yl)-1,3,2-dioxaborolane

Guidance literature:: Multi-step reaction with 5 steps

1.1: triethylamine / dichloromethane / Inert atmosphere

2.1: sodium hydride / acetonitrile; mineral oil / Inert atmosphere; Cooling with ice

2.2: Inert atmosphere

3.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 20 °C / Inert atmosphere; Cooling with ice

4.1: copper dichloride; sodium t-butanolate; tri-tert-butyl phosphine; methanol / toluene / 1 h / 0 - 20 °C / Inert atmosphere

5.1: copper(II) bis(trifluoromethanesulfonate) / dichloromethane; N,N-dimethyl-formamide / 0.67 h / 20 °C / Inert atmosphere

With methanol; tri-tert-butyl phosphine; copper(II) bis(trifluoromethanesulfonate); sodium hydride; triethylamine; 3-chloro-benzenecarboperoxoic acid; copper dichloride; sodium t-butanolate; In dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile; mineral oil;
DOI:10.1021/ol4007663