3,5-dimethyl-N-(2-(trimethylsilyl)ethynyl)-N-(p-tosyl)hexa-3,4-dien-1-amine

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Chemical Name:3,5-dimethyl-N-(2-(trimethylsilyl)ethynyl)-N-(p-tosyl)hexa-3,4-dien-1-amine
CAS No.:1301664-30-1
Molecular Formula:C₂₀H₂₉NO₂SSi
Molecular Weight:375.607
Hs Code.:

Synonyms:3,5-dimethyl-N-(2-(trimethylsilyl)ethynyl)-N-(p-tosyl)hexa-3,4-dien-1-amine

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Chemical Property of 3,5-dimethyl-N-(2-(trimethylsilyl)ethynyl)-N-(p-tosyl)hexa-3,4-dien-1-amine

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Technology Process of 3,5-dimethyl-N-(2-(trimethylsilyl)ethynyl)-N-(p-tosyl)hexa-3,4-dien-1-amine

There total 4 articles about 3,5-dimethyl-N-(2-(trimethylsilyl)ethynyl)-N-(p-tosyl)hexa-3,4-dien-1-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: 95.0%

: 1301664-36-7
6-(N-(2-(trimethylsilyl)ethynyl)-N-(p-tosyl)amino)-2-methylhex-3-yn-2-yl acetate

: 75-16-1
methylmagnesium bromide

: 1301664-30-1
3,5-dimethyl-N-(2-(trimethylsilyl)ethynyl)-N-(p-tosyl)hexa-3,4-dien-1-amine

Guidance literature:: methylmagnesium bromide; With copper(l) iodide; lithium bromide; In tetrahydrofuran; at -78 ℃; for 2h; Inert atmosphere;

6-(N-(2-(trimethylsilyl)ethynyl)-N-(p-tosyl)amino)-2-methylhex-3-yn-2-yl acetate; In tetrahydrofuran; at -78 - 25 ℃; Inert atmosphere;
DOI:10.1021/ol201041h

Reference yield:

: 18243-59-9
(2-bromoethynyl)trimethylsilane

: 1301664-30-1
3,5-dimethyl-N-(2-(trimethylsilyl)ethynyl)-N-(p-tosyl)hexa-3,4-dien-1-amine

Guidance literature:: Multi-step reaction with 3 steps

1.1: iron(III) chloride hexahydrate; potassium carbonate; N,N`-dimethylethylenediamine / toluene / 16 h / 90 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere

2.2: 0.25 h / -78 °C / Inert atmosphere

2.3: 0.25 h / -78 - 25 °C / Inert atmosphere

3.1: copper(l) iodide; lithium bromide / tetrahydrofuran / 2 h / -78 °C / Inert atmosphere

3.2: -78 - 25 °C / Inert atmosphere

With copper(l) iodide; n-butyllithium; iron(III) chloride hexahydrate; potassium carbonate; lithium bromide; N,N`-dimethylethylenediamine; In tetrahydrofuran; hexane; toluene;
DOI:10.1021/ol201041h

Reference yield:

: 247155-40-4
N-(2-(trimethylsilyl)ethynyl)-N-(p-tosyl)but-3-yn-1-amine

: 1301664-30-1
3,5-dimethyl-N-(2-(trimethylsilyl)ethynyl)-N-(p-tosyl)hexa-3,4-dien-1-amine

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere

1.2: 0.25 h / -78 °C / Inert atmosphere

1.3: 0.25 h / -78 - 25 °C / Inert atmosphere

2.1: copper(l) iodide; lithium bromide / tetrahydrofuran / 2 h / -78 °C / Inert atmosphere

2.2: -78 - 25 °C / Inert atmosphere

With copper(l) iodide; n-butyllithium; lithium bromide; In tetrahydrofuran; hexane;
DOI:10.1021/ol201041h