tert-butyl (S)-(1-((3-chloro-2-(phenylcarbamoyl)-1H-pyrrole-1-yl)amino)-1-oxopropane-2-yl)carbamate

Base Information

• Chemical Name: tert-butyl (S)-(1-((3-chloro-2-(phenylcarbamoyl)-1H-pyrrole-1-yl)amino)-1-oxopropane-2-yl)carbamate
• CAS No.: 1466565-97-8
• Molecular Formula: C₁₉H₂₃ClN₄O₄
• Molecular Weight: 406.869
• Mol file: 1466565-97-8.mol

Synonyms:tert-butyl (S)-(1-((3-chloro-2-(phenylcarbamoyl)-1H-pyrrole-1-yl)amino)-1-oxopropane-2-yl)carbamate

Chemical Property of tert-butyl (S)-(1-((3-chloro-2-(phenylcarbamoyl)-1H-pyrrole-1-yl)amino)-1-oxopropane-2-yl)carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl (S)-(1-((3-chloro-2-(phenylcarbamoyl)-1H-pyrrole-1-yl)amino)-1-oxopropane-2-yl)carbamate

There total 7 articles about tert-butyl (S)-(1-((3-chloro-2-(phenylcarbamoyl)-1H-pyrrole-1-yl)amino)-1-oxopropane-2-yl)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: 88.0%

L-N-Boc-Ala (15761-38-3) + 1-amino-3-chloro-N-phenyl-1H-pyrrole-2-carboxamide (1403941-86-5) → tert-butyl (S)-(1-((3-chloro-2-(phenylcarbamoyl)-1H-pyrrole-1-yl)amino)-1-oxopropane-2-yl)carbamate (1466565-97-8)

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; at 20 ℃; for 17h;

DOI:10.3762/bjoc.12.168

Reference yield: 88.0%

→ tert-butyl (S)-(1-((3-chloro-2-(phenylcarbamoyl)-1H-pyrrole-1-yl)amino)-1-oxopropane-2-yl)carbamate (1466565-97-8)

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; at 20 ℃; for 20h;

Reference yield:

3-chloro-1H-pyrrole-2-carboxylic acid (1053658-09-5) → tert-butyl (S)-(1-((3-chloro-2-(phenylcarbamoyl)-1H-pyrrole-1-yl)amino)-1-oxopropane-2-yl)carbamate (1466565-97-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: thionyl chloride / 0.83 h / 75 °C / Inert atmosphere

1.2: 2 h / 0 - 60 °C / Inert atmosphere

2.1: sodium hydroxide; ammonium hydroxide; sodium hypochlorite; ammonium chloride / water; ethyl acetate; tert-butyl methyl ether / 2.5 h / 0 - 20 °C

3.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 65 h / 20 °C

With ammonium hydroxide; sodium hypochlorite; thionyl chloride; ammonium chloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In tert-butyl methyl ether; water; ethyl acetate; N,N-dimethyl-formamide;

upstream raw materials:

L-N-Boc-Ala

1-amino-3-chloro-N-phenyl-1H-pyrrole-2-carboxamide

2-methyl-1H-pyrroline

4,4-dichloro-5-(trichloromethyl)-3,4-dihydro-2H-pyrrole

Downstream raw materials:

C₁₉H₂₁ClN₄O₃

C₁₄H₁₃ClN₄O

(S)-2-(1-aminoethyl)-5-chloro-3-phenylpyrrolo[2,1-f][1,2,4]triazine-4(3H)-one