N-[o-(1,1-difluoro-3-methylpent-1-en-2-yl)benzyl]-p-toluenesulfonamide

Base Information

• Chemical Name: N-[o-(1,1-difluoro-3-methylpent-1-en-2-yl)benzyl]-p-toluenesulfonamide
• CAS No.: 259152-08-4
• Molecular Formula: C₂₀H₂₃F₂NO₂S
• Molecular Weight: 379.471
• Mol file: 259152-08-4.mol

Synonyms:N-[o-(1,1-difluoro-3-methylpent-1-en-2-yl)benzyl]-p-toluenesulfonamide

Chemical Property of N-[o-(1,1-difluoro-3-methylpent-1-en-2-yl)benzyl]-p-toluenesulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[o-(1,1-difluoro-3-methylpent-1-en-2-yl)benzyl]-p-toluenesulfonamide

There total 3 articles about N-[o-(1,1-difluoro-3-methylpent-1-en-2-yl)benzyl]-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: 98.0%

N-tert-butoxycarbonyl-N-[o-(1,1-difluoro-3-methylpent-1-en-2-yl)benzyl]-p-toluenesulfonamide (899436-96-5) → N-[o-(1,1-difluoro-3-methylpent-1-en-2-yl)benzyl]-p-toluenesulfonamide (259152-08-4)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 11h;

DOI:10.1055/s-2006-926458

Reference yield:

di-sec-butyl-(1-sec-butyl-2,2-difluoro-vinyl)-borane (134810-61-0) → N-[o-(1,1-difluoro-3-methylpent-1-en-2-yl)benzyl]-p-toluenesulfonamide (259152-08-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 61 percent / CuI; Ph₃P / Pd₂(dba)3*CHCl₃ / tetrahydrofuran; hexamethylphosphoric acid triamide / 17 h / 20 °C

2: 74 percent / Ph₃P; diethyl azodicarboxylate / tetrahydrofuran / 10 h / 20 °C

3: 98 percent / trifluoroacetic acid / CH₂Cl₂ / 11 h / 20 °C

With copper(l) iodide; triphenylphosphine; trifluoroacetic acid; diethylazodicarboxylate; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; 2: Mitsunobu reaction;

DOI:10.1055/s-2006-926458

Reference yield:

2-(1-sec-butyl-2,2-difluorovinyl)benzyl alcohol (353238-08-1) → N-[o-(1,1-difluoro-3-methylpent-1-en-2-yl)benzyl]-p-toluenesulfonamide (259152-08-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 74 percent / Ph₃P; diethyl azodicarboxylate / tetrahydrofuran / 10 h / 20 °C

2: 98 percent / trifluoroacetic acid / CH₂Cl₂ / 11 h / 20 °C

With triphenylphosphine; trifluoroacetic acid; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; 1: Mitsunobu reaction;

DOI:10.1055/s-2006-926458

upstream raw materials:

N-tert-butoxycarbonyl-N-[o-(1,1-difluoro-3-methylpent-1-en-2-yl)benzyl]-p-toluenesulfonamide

2-(1-sec-butyl-2,2-difluorovinyl)benzyl alcohol

di-sec-butyl-(1-sec-butyl-2,2-difluoro-vinyl)-borane