N-((4-ethynyl)phenyl)glycine ethyl ester

Base Information

• Chemical Name: N-((4-ethynyl)phenyl)glycine ethyl ester
• CAS No.: 1313757-66-2
• Molecular Formula: C₁₂H₁₃NO₂
• Molecular Weight: 203.241
• Mol file: 1313757-66-2.mol

Synonyms:N-((4-ethynyl)phenyl)glycine ethyl ester

Chemical Property of N-((4-ethynyl)phenyl)glycine ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-((4-ethynyl)phenyl)glycine ethyl ester

There total 4 articles about N-((4-ethynyl)phenyl)glycine ethyl ester 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: 74.0%

N-((4-trimethylsilylethynyl)phenyl)glycine ethyl ester (1361147-63-8) → N-((4-ethynyl)phenyl)glycine ethyl ester (1313757-66-2)

Guidance literature:

With potassium carbonate; In ethanol; dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1039/c2dt12097f

Reference yield: 70.0%

4-Ethynylaniline (14235-81-5) + ethyl bromoacetate (105-36-2) → N-((4-ethynyl)phenyl)glycine ethyl ester (1313757-66-2)

Guidance literature:

With sodium carbonate; In N,N-dimethyl-formamide; at 95 ℃; for 16h;

DOI:10.1016/j.tetlet.2011.05.136

Reference yield:

2-(4-iodophenylamino)acetic acid ethyl ester (14108-76-0) → N-((4-ethynyl)phenyl)glycine ethyl ester (1313757-66-2)

Guidance literature:

Multi-step reaction with 2 steps

1: copper(l) iodide; trans-bis(triphenylphosphine)palladium dichloride; diethylamine / N,N-dimethyl-formamide / 0.75 h / 120 °C / Inert atmosphere; Microwave irradiation

2: potassium carbonate / ethanol; dichloromethane / 20 °C / Inert atmosphere

With copper(l) iodide; trans-bis(triphenylphosphine)palladium dichloride; potassium carbonate; diethylamine; In ethanol; dichloromethane; N,N-dimethyl-formamide; 1: Sonogashira coupling;

DOI:10.1039/c2dt12097f

upstream raw materials:

4-Ethynylaniline

ethyl bromoacetate

N-((4-trimethylsilylethynyl)phenyl)glycine ethyl ester

2-(4-iodophenylamino)acetic acid ethyl ester

Downstream raw materials:

[Fe(C₅H₄C₂C₆H₄NHCH₂CO₂C₂H₅)2]

C₁₃H₁₅NO₂

C₂₃H₃₃N₃O₄

C₃₄H₄₂N₄O₆

Refernces

• 1、 Rijkers, Dirk T.S.,Diederich, Fran?ois. "A convenient synthesis of new chromophoric tetracyanobutadiene-scaffolded peptides via a dipolar [2+2] cycloaddition-cycloreversion reaction". scheme or table. p. 4021 - 4025. Retrieved 2011/08/21.