N-benzyl-N-{2-[3-(tert-butyldimethylsilyloxy)prop-1-ynyl]phenyl}cyanoformamide

Base Information

• Chemical Name: N-benzyl-N-{2-[3-(tert-butyldimethylsilyloxy)prop-1-ynyl]phenyl}cyanoformamide
• CAS No.: 902776-42-5
• Molecular Formula: C₂₄H₂₈N₂O₂Si
• Molecular Weight: 404.584
• Mol file: 902776-42-5.mol

Synonyms:N-benzyl-N-{2-[3-(tert-butyldimethylsilyloxy)prop-1-ynyl]phenyl}cyanoformamide

Chemical Property of N-benzyl-N-{2-[3-(tert-butyldimethylsilyloxy)prop-1-ynyl]phenyl}cyanoformamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-benzyl-N-{2-[3-(tert-butyldimethylsilyloxy)prop-1-ynyl]phenyl}cyanoformamide

There total 2 articles about N-benzyl-N-{2-[3-(tert-butyldimethylsilyloxy)prop-1-ynyl]phenyl}cyanoformamide 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-benzyl-N-(2-iodophenyl)cyanoformamide (902776-71-0) + tert-Butyldimethyl(prop-2-ynyloxy)silane (76782-82-6) → N-benzyl-N-{2-[3-(tert-butyldimethylsilyloxy)prop-1-ynyl]phenyl}cyanoformamide (902776-42-5)

Guidance literature:

With copper(l) iodide; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1021/ol060733+

Reference yield:

N-benzyl-2-iodoaniline (76464-99-8) → N-benzyl-N-{2-[3-(tert-butyldimethylsilyloxy)prop-1-ynyl]phenyl}cyanoformamide (902776-42-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: dimethylsulfide / diethyl ether / 1 h / 0 °C

1.2: 68 percent / diethyl ether / 8 h / 20 °C

2.1: triethylamine; copper(I) iodide / tetrakis(triphenylphosphine)palladium⁽⁰⁾ / dimethylformamide / 20 °C

With copper(l) iodide; dimethylsulfide; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In diethyl ether; N,N-dimethyl-formamide;

DOI:10.1021/ol060733+

Reference yield: 57.0%

N-benzyl-N-{2-[3-(tert-butyldimethylsilyloxy)prop-1-ynyl]phenyl}cyanoformamide (902776-42-5) → 2-(1-benzyl-2-oxoindolin-3-ylidine)-3-tert-butyldimethylsilyloxypropanenitrile + 2-(1-benzyl-2-oxoindolin-3-ylidine)-3-tert-butyldimethylsilyloxypropanenitrile

Guidance literature:

tetrakis(triphenylphosphine) palladium⁽⁰⁾; In xylene; at 130 ℃; for 8h;

DOI:10.1021/ol060733+

upstream raw materials:

N-benzyl-N-(2-iodophenyl)cyanoformamide

tert-Butyldimethyl(prop-2-ynyloxy)silane

N-benzyl-2-iodoaniline