(R)-4-(3-(4-(4-(4-(4-(azetidin-1-yl)-1-(phenylthio)butan-2-ylamino)-3-(trifluoromethylsulfonyl)phenylsulfonamido)phenyl)-piperazin-1-yl)phenyl)-5-(4-chlorophenyl)-1,2-dimethyl-1H-pyrrole-3-carboxylic acid

Base Information

• Chemical Name: (R)-4-(3-(4-(4-(4-(4-(azetidin-1-yl)-1-(phenylthio)butan-2-ylamino)-3-(trifluoromethylsulfonyl)phenylsulfonamido)phenyl)-piperazin-1-yl)phenyl)-5-(4-chlorophenyl)-1,2-dimethyl-1H-pyrrole-3-carboxylic acid
• CAS No.: 1402141-62-1
• Molecular Formula: C₄₉H₅₀ClF₃N₆O₆S₃
• Molecular Weight: 1007.62
• Mol file: 1402141-62-1.mol

Synonyms:

Chemical Property of (R)-4-(3-(4-(4-(4-(4-(azetidin-1-yl)-1-(phenylthio)butan-2-ylamino)-3-(trifluoromethylsulfonyl)phenylsulfonamido)phenyl)-piperazin-1-yl)phenyl)-5-(4-chlorophenyl)-1,2-dimethyl-1H-pyrrole-3-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-4-(3-(4-(4-(4-(4-(azetidin-1-yl)-1-(phenylthio)butan-2-ylamino)-3-(trifluoromethylsulfonyl)phenylsulfonamido)phenyl)-piperazin-1-yl)phenyl)-5-(4-chlorophenyl)-1,2-dimethyl-1H-pyrrole-3-carboxylic acid

There total 5 articles about (R)-4-(3-(4-(4-(4-(4-(azetidin-1-yl)-1-(phenylthio)butan-2-ylamino)-3-(trifluoromethylsulfonyl)phenylsulfonamido)phenyl)-piperazin-1-yl)phenyl)-5-(4-chlorophenyl)-1,2-dimethyl-1H-pyrrole-3-carboxylic acid 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:

5-(4-chlorophenyl)-1,2-dimethyl-4-(3-(4-(4-nitrophenyl)-piperazin-1-yl)phenyl)-1H-pyrrole-3-carboxylic acid (1384513-14-7) → (R)-4-(3-(4-(4-(4-(4-(azetidin-1-yl)-1-(phenylthio)butan-2-ylamino)-3-(trifluoromethylsulfonyl)phenylsulfonamido)phenyl)-piperazin-1-yl)phenyl)-5-(4-chlorophenyl)-1,2-dimethyl-1H-pyrrole-3-carboxylic acid (1402141-62-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: palladium on activated charcoal; hydrogen / methanol / 20 °C / Inert atmosphere

1.2: 0 - 20 °C / Inert atmosphere

2.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

With palladium on activated charcoal; hydrogen; N-ethyl-N,N-diisopropylamine; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/jm3010306

Reference yield:

(R)-3-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-4-(phenylthio)butanoic acid (1244724-97-7) → (R)-4-(3-(4-(4-(4-(4-(azetidin-1-yl)-1-(phenylthio)butan-2-ylamino)-3-(trifluoromethylsulfonyl)phenylsulfonamido)phenyl)-piperazin-1-yl)phenyl)-5-(4-chlorophenyl)-1,2-dimethyl-1H-pyrrole-3-carboxylic acid (1402141-62-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 4 h / 20 °C

2.1: diethylamine / acetonitrile / 2 h / 20 °C

3.1: borane-THF / 16 h / 20 °C / Inert atmosphere

3.2: 3 h / 80 °C / Inert atmosphere

4.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

With borane-THF; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; diethylamine; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/jm3010306

Reference yield:

(R)-3-amino-1-(azetidin-1-yl)-4-(phenylthio)butan-1-one (1402141-82-5) → (R)-4-(3-(4-(4-(4-(4-(azetidin-1-yl)-1-(phenylthio)butan-2-ylamino)-3-(trifluoromethylsulfonyl)phenylsulfonamido)phenyl)-piperazin-1-yl)phenyl)-5-(4-chlorophenyl)-1,2-dimethyl-1H-pyrrole-3-carboxylic acid (1402141-62-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: borane-THF / 16 h / 20 °C / Inert atmosphere

1.2: 3 h / 80 °C / Inert atmosphere

2.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

With borane-THF; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide;

DOI:10.1021/jm3010306

upstream raw materials:

5-(4-chlorophenyl)-1,2-dimethyl-4-(3-(4-(4-nitrophenyl)-piperazin-1-yl)phenyl)-1H-pyrrole-3-carboxylic acid

(R)-3-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-4-(phenylthio)butanoic acid

4-fluoro-3-(trifluoromethylsulfonyl)benzene-1-sulfonyl chloride

(R)-(9H-fluoren-9-yl)methyl 4-(azetidin-1-yl)-4-oxo-1-(phenylthio)butan-2-yl carbamate