N-benzyl-N-{(E)-3-[(3-trimethylsilylprop-2-ynyl)oxy]prop-1-enyl}-4-methylbenzenesulfonamide

Base Information

Chemical Name:N-benzyl-N-{(E)-3-[(3-trimethylsilylprop-2-ynyl)oxy]prop-1-enyl}-4-methylbenzenesulfonamide
CAS No.:950777-91-0
Molecular Formula:C₂₃H₂₉NO₃SSi
Molecular Weight:427.64
Hs Code.:

Synonyms:N-benzyl-N-{(E)-3-[(3-trimethylsilylprop-2-ynyl)oxy]prop-1-enyl}-4-methylbenzenesulfonamide

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Chemical Property of N-benzyl-N-{(E)-3-[(3-trimethylsilylprop-2-ynyl)oxy]prop-1-enyl}-4-methylbenzenesulfonamide

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Technology Process of N-benzyl-N-{(E)-3-[(3-trimethylsilylprop-2-ynyl)oxy]prop-1-enyl}-4-methylbenzenesulfonamide

There total 6 articles about N-benzyl-N-{(E)-3-[(3-trimethylsilylprop-2-ynyl)oxy]prop-1-enyl}-4-methylbenzenesulfonamide 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: 68.0%

: 950777-88-5
N-benzyl-N-{(E)-3-[(prop-2-ynyl)oxy]prop-1-enyl}-4-methylbenzenesulfonamide

: 75-77-4
chloro-trimethyl-silane

: 950777-91-0
N-benzyl-N-{(E)-3-[(3-trimethylsilylprop-2-ynyl)oxy]prop-1-enyl}-4-methylbenzenesulfonamide

Guidance literature:: N-benzyl-N-{(E)-3-[(prop-2-ynyl)oxy]prop-1-enyl}-4-methylbenzenesulfonamide; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.333333h;

chloro-trimethyl-silane; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 1h; Further stages.;
DOI:10.1021/ol0711725

Reference yield:

: 1576-37-0
N-benzyl-p-toluenesulfonamide

: 950777-91-0
N-benzyl-N-{(E)-3-[(3-trimethylsilylprop-2-ynyl)oxy]prop-1-enyl}-4-methylbenzenesulfonamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: 91 percent / N-methylmorpholine / acetonitrile / 2 h / 0 °C

2.1: 95 percent / DIBAL-H / CH₂Cl₂; hexane / 0.33 h / -78 °C

3.1: 99 percent / NaOH; n-Bu₄NHSO₄ / toluene; H₂O / 2 h / 20 °C

4.1: n-BuLi / tetrahydrofuran; hexane / 0.33 h / -78 °C

4.2: 68 percent / tetrahydrofuran; hexane / 1 h / -78 - 20 °C

With 4-methyl-morpholine; sodium hydroxide; n-butyllithium; tetra(n-butyl)ammonium hydrogensulfate; diisobutylaluminium hydride; In tetrahydrofuran; hexane; dichloromethane; water; toluene; acetonitrile;
DOI:10.1021/ol0711725

Reference yield:

: 950777-54-5
(E)-N-benzyl-N-(3-hydroxyprop-1-en-1-yl)-4-methylbenzenesulfonamide

: 950777-91-0
N-benzyl-N-{(E)-3-[(3-trimethylsilylprop-2-ynyl)oxy]prop-1-enyl}-4-methylbenzenesulfonamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: 99 percent / NaOH; n-Bu₄NHSO₄ / toluene; H₂O / 2 h / 20 °C

2.1: n-BuLi / tetrahydrofuran; hexane / 0.33 h / -78 °C

2.2: 68 percent / tetrahydrofuran; hexane / 1 h / -78 - 20 °C

With sodium hydroxide; n-butyllithium; tetra(n-butyl)ammonium hydrogensulfate; In tetrahydrofuran; hexane; water; toluene;
DOI:10.1021/ol0711725