2-({2-[5-(tert-butoxycarbonyl)furan-2-yl]}ethynyl)-N-[2-(trimethylsilyl)ethynyl]-N-tosyl-benzenamine

Base Information

• Chemical Name: 2-({2-[5-(tert-butoxycarbonyl)furan-2-yl]}ethynyl)-N-[2-(trimethylsilyl)ethynyl]-N-tosyl-benzenamine
• CAS No.: 1311149-81-1
• Molecular Formula: C₂₉H₃₁NO₅SSi
• Molecular Weight: 533.72

Synonyms:2-({2-[5-(tert-butoxycarbonyl)furan-2-yl]}ethynyl)-N-[2-(trimethylsilyl)ethynyl]-N-tosyl-benzenamine

Chemical Property of 2-({2-[5-(tert-butoxycarbonyl)furan-2-yl]}ethynyl)-N-[2-(trimethylsilyl)ethynyl]-N-tosyl-benzenamine

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of 2-({2-[5-(tert-butoxycarbonyl)furan-2-yl]}ethynyl)-N-[2-(trimethylsilyl)ethynyl]-N-tosyl-benzenamine

There total 2 articles about 2-({2-[5-(tert-butoxycarbonyl)furan-2-yl]}ethynyl)-N-[2-(trimethylsilyl)ethynyl]-N-tosyl-benzenamine 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: 85.0%

tert-butyl 5-bromofuran-2-carboxylate (59862-83-8) + C20H21NO2SSi (1311149-78-6) → 2-({2-[5-(tert-butoxycarbonyl)furan-2-yl]}ethynyl)-N-[2-(trimethylsilyl)ethynyl]-N-tosyl-benzenamine (1311149-81-1)

Guidance literature:

C₂₀H₂₁NO₂SSi; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; Inert atmosphere;

With zinc dibromide; In tetrahydrofuran; at 22 ℃; Inert atmosphere;

tert-butyl 5-bromofuran-2-carboxylate; With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; triphenylphosphine; In tetrahydrofuran; at 22 ℃; Inert atmosphere;

DOI:10.1002/ejoc.201100121

Reference yield:

5-bromo-furan-2-carboxylic acid (585-70-6) → 2-({2-[5-(tert-butoxycarbonyl)furan-2-yl]}ethynyl)-N-[2-(trimethylsilyl)ethynyl]-N-tosyl-benzenamine (1311149-81-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: dmap; dicyclohexyl-carbodiimide

2.1: lithium hexamethyldisilazane / tetrahydrofuran / -78 °C / Inert atmosphere

2.2: 22 °C / Inert atmosphere

2.3: 22 °C / Inert atmosphere

With dmap; dicyclohexyl-carbodiimide; lithium hexamethyldisilazane; In tetrahydrofuran;

DOI:10.1002/ejoc.201100121

Reference yield: 96.0%

2-({2-[5-(tert-butoxycarbonyl)furan-2-yl]}ethynyl)-N-[2-(trimethylsilyl)ethynyl]-N-tosyl-benzenamine (1311149-81-1) → 2-{2-[5-(tert-butoxycarbonyl)furan-2-yl]ethynyl}-N-ethynyl-N-tosyl-benzenamine (1311149-84-4)

Guidance literature:

With tetrabutyl ammonium fluoride; water; In tetrahydrofuran; at 0 ℃; Inert atmosphere;

DOI:10.1002/ejoc.201100121

upstream raw materials:

5-bromo-furan-2-carboxylic acid

tert-butyl 5-bromofuran-2-carboxylate

C₂₀H₂₁NO₂SSi

Downstream raw materials:

methyl 4-[5-(tert-butoxycarbonyl)furan-2-yl]-9-tosyl-9H-pyrido[3,4-b]indole-3-carboxylate

methyl 1-(5-(tert-butoxycarbonyl)furan-2-yl)-5-tosyl-5H-pyrido[4,3-b]indole-3-carboxylate

1-[5-(tert-butoxycarbonyl)furan-2-yl]-5-tosyl-5H-pyrido[4,3-b]indole-3-carboxylic acid

1-[5-(methoxycarbonyl)furan-2-yl]-5-tosyl-5H-pyrido[4,3-b]indole

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