N-(5-methyl-5-hexen-3-ynyl)-N-[2-(trimethylsilyl)ethylnyl]-p-toluenesulfonamide

Base Information

• Chemical Name: N-(5-methyl-5-hexen-3-ynyl)-N-[2-(trimethylsilyl)ethylnyl]-p-toluenesulfonamide
• CAS No.: 852104-75-7
• Molecular Formula: C₁₉H₂₅NO₂SSi
• Molecular Weight: 359.565

Synonyms:N-(5-methyl-5-hexen-3-ynyl)-N-[2-(trimethylsilyl)ethylnyl]-p-toluenesulfonamide

Chemical Property of N-(5-methyl-5-hexen-3-ynyl)-N-[2-(trimethylsilyl)ethylnyl]-p-toluenesulfonamide

Chemical Property:

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Technology Process of N-(5-methyl-5-hexen-3-ynyl)-N-[2-(trimethylsilyl)ethylnyl]-p-toluenesulfonamide

There total 1 articles about N-(5-methyl-5-hexen-3-ynyl)-N-[2-(trimethylsilyl)ethylnyl]-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:

N-(but-3-yn-1-yl)-4-methylbenzenesulfonamide (161040-05-7) → N-(5-methyl-5-hexen-3-ynyl)-N-[2-(trimethylsilyl)ethylnyl]-p-toluenesulfonamide (852104-75-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 78 percent / (Ph₃P)2PdCl₂; CuI; piperidine / tetrahydrofuran / 1.5 h / Heating

2.1: KHMDS / toluene / 1 h / 20 °C

2.2: 78 percent / toluene / 22 h / 20 °C

With piperidine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; potassium hexamethylsilazane; In tetrahydrofuran; toluene;

DOI:10.1021/ja051180l

Reference yield: 83.0%

N-(5-methyl-5-hexen-3-ynyl)-N-[2-(trimethylsilyl)ethylnyl]-p-toluenesulfonamide (852104-75-7) → N-(5-methyl-5-hexen-3-ynyl)-N-(ethynyl)-p-toluenesulfonamide (852104-76-8)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 0.333333h;

DOI:10.1021/ja051180l

Reference yield: 56.0%

N-(5-methyl-5-hexen-3-ynyl)-N-[2-(trimethylsilyl)ethylnyl]-p-toluenesulfonamide (852104-75-7) → N-(p-toluenesulfonyl)-5-methyl-7-(trimethylsilyl)indoline

Guidance literature:

With 2,6-di-tert-butyl-4-methyl-phenol; In toluene; at 210 ℃; for 1.25h;

DOI:10.1021/ja051180l

upstream raw materials:

N-(but-3-yn-1-yl)-4-methylbenzenesulfonamide

Downstream raw materials:

N-(5-methyl-5-hexen-3-ynyl)-N-(ethynyl)-p-toluenesulfonamide

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