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

Base Information

Chemical Name:6-(N-(2-(trimethylsilyl)ethynyl)-N-(p-tosyl)amino)-2-methylhex-3-yn-2-yl acetate
CAS No.:1301664-36-7
Molecular Formula:C₂₁H₂₉NO₄SSi
Molecular Weight:419.617
Hs Code.:

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

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Chemical Property of 6-(N-(2-(trimethylsilyl)ethynyl)-N-(p-tosyl)amino)-2-methylhex-3-yn-2-yl acetate

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Technology Process of 6-(N-(2-(trimethylsilyl)ethynyl)-N-(p-tosyl)amino)-2-methylhex-3-yn-2-yl acetate

There total 3 articles about 6-(N-(2-(trimethylsilyl)ethynyl)-N-(p-tosyl)amino)-2-methylhex-3-yn-2-yl acetate 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: 71.0%

: 108-24-7
acetic anhydride

: 67-64-1
acetone

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

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

Guidance literature:: N-(2-(trimethylsilyl)ethynyl)-N-(p-tosyl)but-3-yn-1-amine; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h; Inert atmosphere;

acetone; In tetrahydrofuran; hexane; at -78 ℃; for 0.25h; Inert atmosphere;

acetic anhydride; In tetrahydrofuran; hexane; at -78 - 25 ℃; for 0.25h; Inert atmosphere;
DOI:10.1021/ol201041h

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 2 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

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

Reference yield:

: 161040-05-7
N-(but-3-yn-1-yl)-4-methylbenzenesulfonamide

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

Guidance literature:: Multi-step reaction with 2 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

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