{4-[2-(2-(((tert-butoxy)carbonyl)amino)phenylcarbamoyl)vinyl]phenyl}-2-methanesulfonyloxyacetic acid methyl ester

Base Information

• Chemical Name: {4-[2-(2-(((tert-butoxy)carbonyl)amino)phenylcarbamoyl)vinyl]phenyl}-2-methanesulfonyloxyacetic acid methyl ester
• CAS No.: 1174569-49-3
• Molecular Formula: C₂₄H₂₈N₂O₈S
• Molecular Weight: 504.561
• Mol file: 1174569-49-3.mol

Synonyms:{4-[2-(2-(((tert-butoxy)carbonyl)amino)phenylcarbamoyl)vinyl]phenyl}-2-methanesulfonyloxyacetic acid methyl ester

Chemical Property of {4-[2-(2-(((tert-butoxy)carbonyl)amino)phenylcarbamoyl)vinyl]phenyl}-2-methanesulfonyloxyacetic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {4-[2-(2-(((tert-butoxy)carbonyl)amino)phenylcarbamoyl)vinyl]phenyl}-2-methanesulfonyloxyacetic acid methyl ester

There total 7 articles about {4-[2-(2-(((tert-butoxy)carbonyl)amino)phenylcarbamoyl)vinyl]phenyl}-2-methanesulfonyloxyacetic acid methyl 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: 100.0%

(E)-{4-[2-(2-(((tert-butoxy)carbonyl)amino)phenylcarbamoyl)vinyl]phenyl}hydroxyacetic acid methyl ester (1174571-68-6) + methanesulfonyl chloride (124-63-0) → {4-[2-(2-(((tert-butoxy)carbonyl)amino)phenylcarbamoyl)vinyl]phenyl}-2-methanesulfonyloxyacetic acid methyl ester (1174569-49-3)

Guidance literature:

With triethylamine; In dichloromethane; at -5 - 0 ℃; for 1h; Inert atmosphere;

Reference yield:

4-bromo-DL-mandelic acid (6940-50-7) → {4-[2-(2-(((tert-butoxy)carbonyl)amino)phenylcarbamoyl)vinyl]phenyl}-2-methanesulfonyloxyacetic acid methyl ester (1174569-49-3)

Guidance literature:

Multi-step reaction with 3 steps

1: sulfuric acid / 3 h / 50 °C

2: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; triethylamine; tris-(o-tolyl)phosphine / N,N-dimethyl-formamide / 6 h / 100 °C / Inert atmosphere

3: triethylamine / dichloromethane / 1 h / -5 - 0 °C / Inert atmosphere

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; sulfuric acid; triethylamine; tris-(o-tolyl)phosphine; In dichloromethane; N,N-dimethyl-formamide; 2: |Heck Reaction;

DOI:10.1021/jm3011838

Reference yield:

α-hydroxy-(p-bromophenyl)-acetic acid methyl ester (127709-20-0) → {4-[2-(2-(((tert-butoxy)carbonyl)amino)phenylcarbamoyl)vinyl]phenyl}-2-methanesulfonyloxyacetic acid methyl ester (1174569-49-3)

Guidance literature:

Multi-step reaction with 2 steps

1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; triethylamine; tris-(o-tolyl)phosphine / N,N-dimethyl-formamide / 6 h / 100 °C / Inert atmosphere

2: triethylamine / dichloromethane / 1 h / -5 - 0 °C / Inert atmosphere

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; triethylamine; tris-(o-tolyl)phosphine; In dichloromethane; N,N-dimethyl-formamide; 1: |Heck Reaction;

DOI:10.1021/jm3011838

upstream raw materials:

(E)-{4-[2-(2-(((tert-butoxy)carbonyl)amino)phenylcarbamoyl)vinyl]phenyl}hydroxyacetic acid methyl ester

methanesulfonyl chloride

4-bromo-DL-mandelic acid

α-hydroxy-(p-bromophenyl)-acetic acid methyl ester

Downstream raw materials:

(E)-N-(2-aminophenyl)-3-{4-[(4-bromophenylcarbamoyl)(3-hydroxypiperidin-1-yl)methyl]phenyl}acrylamide

(E)-N-(2-aminophenyl)-3-{4-[piperidin-1-yl-(4-trifluoromethylphenylcarbamoyl)methyl]phenyl}acrylamide

(E)-N-(2-aminophenyl)-3-{4-[pyrrolidin-1-yl-(4-trifluoromethylphenylcarbamoyl)methyl]phenyl}acrylamide

(E)-N-(2-aminophenyl)-3-{4-[(4-bromophenylcarbamoyl)(3-hydroxy-azetidin-1-yl)methyl]phenyl}acrylamide