tert-butyl N-{2-[4-(isothiocyanatomethyl)benzamido]phenyl}carbamate

Base Information

• Chemical Name: tert-butyl N-{2-[4-(isothiocyanatomethyl)benzamido]phenyl}carbamate
• CAS No.: 1448350-40-0
• Molecular Formula: C₂₀H₂₁N₃O₃S
• Molecular Weight: 383.471
• Mol file: 1448350-40-0.mol

Synonyms:tert-butyl N-{2-[4-(isothiocyanatomethyl)benzamido]phenyl}carbamate

Chemical Property of tert-butyl N-{2-[4-(isothiocyanatomethyl)benzamido]phenyl}carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl N-{2-[4-(isothiocyanatomethyl)benzamido]phenyl}carbamate

There total 7 articles about tert-butyl N-{2-[4-(isothiocyanatomethyl)benzamido]phenyl}carbamate 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: 68.0%

carbon disulfide (75-15-0,12122-00-8) + [2-(4-aminomethylbenzoylamino)phenyl]carbamic acid tert-butyl ester (209784-85-0) → tert-butyl N-{2-[4-(isothiocyanatomethyl)benzamido]phenyl}carbamate (1448350-40-0)

Guidance literature:

carbon disulfide; [2-(4-aminomethylbenzoylamino)phenyl]carbamic acid tert-butyl ester; With triethylamine; In dichloromethane; at 20 ℃; for 0.183333h;

With p-toluenesulfonyl chloride; at 0 ℃; for 0.166667h;

DOI:10.1021/jm400634n

Reference yield:

C9H6ClNOS + tert–butyl (2–aminophenyl)carbamate (146651-75-4) → tert-butyl N-{2-[4-(isothiocyanatomethyl)benzamido]phenyl}carbamate (1448350-40-0)

Guidance literature:

With pyridine; In dichloromethane; at 0 - 20 ℃; for 17.5h;

DOI:10.1021/acs.jmedchem.5b00545

Reference yield:

C10H7ClF3NO2 → tert-butyl N-{2-[4-(isothiocyanatomethyl)benzamido]phenyl}carbamate (1448350-40-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 20 h / 20 °C

2.1: potassium carbonate; methanol / water / 4 h / 70 °C

3.1: triethylamine / dichloromethane / 0.18 h / 20 °C

3.2: 0.17 h / 0 °C

With methanol; potassium carbonate; triethylamine; In dichloromethane; water;

DOI:10.1021/jm400634n

upstream raw materials:

carbon disulfide

[2-(4-aminomethylbenzoylamino)phenyl]carbamic acid tert-butyl ester

4-[[(2,2,2-trifluoroacetyl)amino]methyl]benzoic acid

tert-butyl-(2-(4-((2,2,2-trifluoroacetamido)methyl)benzamido)phenyl)carbamate

Downstream raw materials:

tert-butyl N-(2-{4-[({[(1R)-2-hydroxy-1-phenylethyl]carbamothioyl}amino)methyl]benzamido}phenyl)carbamate

(S)-tert-butyl N-(2-(4-((3-(2-hydroxy-1-(4-hydroxyphenyl)ethyl)thioureido)methyl)benzamido)phenyl)carbamate

(S)-N-(2-aminophenyl)-4-(((4-(4-hydroxyphenyl)-4,5-dihydrothiazol-2-yl)amino)methyl)benzamide

tert-butyl N-(2-{4-[({[(2R)-1-hydroxy-3-phenylpropan-2-yl]carbamothioyl}amino)methyl]benzamido}phenyl)carbamate