(S)-N-((E)-but-2-enyl)-N-(2-methoxymethoxy-4-trimethylsilyl-but-3-ynyl)-p-toluenesulfonamide

Base Information

Chemical Name:(S)-N-((E)-but-2-enyl)-N-(2-methoxymethoxy-4-trimethylsilyl-but-3-ynyl)-p-toluenesulfonamide
CAS No.:950479-58-0
Molecular Formula:C₂₀H₃₁NO₄SSi
Molecular Weight:409.622
Hs Code.:

Synonyms:(S)-N-((E)-but-2-enyl)-N-(2-methoxymethoxy-4-trimethylsilyl-but-3-ynyl)-p-toluenesulfonamide

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Chemical Property of (S)-N-((E)-but-2-enyl)-N-(2-methoxymethoxy-4-trimethylsilyl-but-3-ynyl)-p-toluenesulfonamide

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Technology Process of (S)-N-((E)-but-2-enyl)-N-(2-methoxymethoxy-4-trimethylsilyl-but-3-ynyl)-p-toluenesulfonamide

There total 7 articles about (S)-N-((E)-but-2-enyl)-N-(2-methoxymethoxy-4-trimethylsilyl-but-3-ynyl)-p-toluenesulfonamide 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: 97.0%

: 950479-54-6
(S)-N-((E)-but-2-enyl)-N-(2-methoxymethoxy-but-3-ynyl)-p-toluenesulfonamide

: 75-77-4
chloro-trimethyl-silane

: 950479-58-0
(S)-N-((E)-but-2-enyl)-N-(2-methoxymethoxy-4-trimethylsilyl-but-3-ynyl)-p-toluenesulfonamide

Guidance literature:: (S)-N-((E)-but-2-enyl)-N-(2-methoxymethoxy-but-3-ynyl)-p-toluenesulfonamide; With ethylmagnesium bromide; In tetrahydrofuran; at 0 ℃; for 0.75h;

chloro-trimethyl-silane; In tetrahydrofuran; at 0 ℃; for 0.166667h; Further stages.;
DOI:10.1021/jo0709091

Reference yield:

: C₆H₉N₃O₂

: 950479-58-0
(S)-N-((E)-but-2-enyl)-N-(2-methoxymethoxy-4-trimethylsilyl-but-3-ynyl)-p-toluenesulfonamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: PPh₃; H₂O / tetrahydrofuran / 1.5 h / 20 °C

2.1: 2.53 g / Et₃N / tetrahydrofuran; H₂O / 2 h / 20 °C

3.1: 95 percent / NaH / dimethylformamide / 0.17 h / 20 °C

4.1: EtMgBr / tetrahydrofuran / 0.75 h / 0 °C

4.2: 97 percent / tetrahydrofuran / 0.17 h / 0 °C

With ethylmagnesium bromide; water; sodium hydride; triethylamine; triphenylphosphine; In tetrahydrofuran; water; N,N-dimethyl-formamide;
DOI:10.1021/jo0709091

Reference yield:

: 950479-51-3
(S)-2-methoxymethoxy-but-3-yn-1-ol

: 950479-58-0
(S)-N-((E)-but-2-enyl)-N-(2-methoxymethoxy-4-trimethylsilyl-but-3-ynyl)-p-toluenesulfonamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: 91 percent / Et₃N / CHCl₃ / 6 h / 55 °C

2.1: NaN₃ / dimethylsulfoxide / 2 h / 90 °C

3.1: PPh₃; H₂O / tetrahydrofuran / 1.5 h / 20 °C

4.1: 2.53 g / Et₃N / tetrahydrofuran; H₂O / 2 h / 20 °C

5.1: 95 percent / NaH / dimethylformamide / 0.17 h / 20 °C

6.1: EtMgBr / tetrahydrofuran / 0.75 h / 0 °C

6.2: 97 percent / tetrahydrofuran / 0.17 h / 0 °C

With sodium azide; ethylmagnesium bromide; water; sodium hydride; triethylamine; triphenylphosphine; In tetrahydrofuran; chloroform; water; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/jo0709091