(R)-N-(4-(4-(3-(2-(4-chlorophenyl)-1,5-dimethyl-1H-pyrrol-3-yl)phenyl)piperazin-1-yl)phenyl)-4-((4-(dimethylamino)-1-(phenylthio)butan-2-yl)amino)-3-nitrobenzenesulfonamide

Base Information

• Chemical Name: (R)-N-(4-(4-(3-(2-(4-chlorophenyl)-1,5-dimethyl-1H-pyrrol-3-yl)phenyl)piperazin-1-yl)phenyl)-4-((4-(dimethylamino)-1-(phenylthio)butan-2-yl)amino)-3-nitrobenzenesulfonamide
• CAS No.: 1384512-99-5
• Molecular Formula: C₄₆H₅₀ClN₇O₄S₂
• Molecular Weight: 864.533
• Mol file: 1384512-99-5.mol

Synonyms:(R)-N-(4-(4-(3-(2-(4-chlorophenyl)-1,5-dimethyl-1H-pyrrol-3-yl)phenyl)piperazin-1-yl)phenyl)-4-((4-(dimethylamino)-1-(phenylthio)butan-2-yl)amino)-3-nitrobenzenesulfonamide

Chemical Property of (R)-N-(4-(4-(3-(2-(4-chlorophenyl)-1,5-dimethyl-1H-pyrrol-3-yl)phenyl)piperazin-1-yl)phenyl)-4-((4-(dimethylamino)-1-(phenylthio)butan-2-yl)amino)-3-nitrobenzenesulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-N-(4-(4-(3-(2-(4-chlorophenyl)-1,5-dimethyl-1H-pyrrol-3-yl)phenyl)piperazin-1-yl)phenyl)-4-((4-(dimethylamino)-1-(phenylthio)butan-2-yl)amino)-3-nitrobenzenesulfonamide

There total 10 articles about (R)-N-(4-(4-(3-(2-(4-chlorophenyl)-1,5-dimethyl-1H-pyrrol-3-yl)phenyl)piperazin-1-yl)phenyl)-4-((4-(dimethylamino)-1-(phenylthio)butan-2-yl)amino)-3-nitrobenzenesulfonamide 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%

(R)-5-(4-chlorophenyl)-4-(3-(4-(4-(4-((4-(dimethylamino)-1-(phenylthio)butan-2-yl)amino)-3-nitrophenylsulfonamido)phenyl)piperazin-1-yl)phenyl)-1,2-dimethyl-1H-pyrrole-3-carboxylic acid (1384512-98-4) → (R)-N-(4-(4-(3-(2-(4-chlorophenyl)-1,5-dimethyl-1H-pyrrol-3-yl)phenyl)piperazin-1-yl)phenyl)-4-((4-(dimethylamino)-1-(phenylthio)butan-2-yl)amino)-3-nitrobenzenesulfonamide (1384512-99-5)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; for 0.25h; Inert atmosphere;

DOI:10.1021/jm300608w

Reference yield:

ethyl 2-(3-iodobenzylidene)-3-oxobutanoate → (R)-N-(4-(4-(3-(2-(4-chlorophenyl)-1,5-dimethyl-1H-pyrrol-3-yl)phenyl)piperazin-1-yl)phenyl)-4-((4-(dimethylamino)-1-(phenylthio)butan-2-yl)amino)-3-nitrobenzenesulfonamide (1384512-99-5)

Guidance literature:

Multi-step reaction with 8 steps

1: 3-ethyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazolium bromide; triethylamine / 70 °C / Inert atmosphere

2: methanol / Inert atmosphere

3: sodium hydroxide / 1,4-dioxane; ethanol; water / Reflux; Inert atmosphere

4: copper(l) iodide; potassium carbonate; L-proline / dimethyl sulfoxide / 80 °C / Inert atmosphere

5: palladium 10% on activated carbon; hydrogen / methanol; dichloromethane / 0.5 h / 20 °C / Inert atmosphere

6: pyridine / 0.5 h / 0 °C / Inert atmosphere

7: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / Inert atmosphere

8: trifluoroacetic acid / dichloromethane / 0.25 h / Inert atmosphere

With pyridine; copper(l) iodide; palladium 10% on activated carbon; hydrogen; 3-ethyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazolium bromide; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; L-proline; sodium hydroxide; In 1,4-dioxane; methanol; ethanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; 2: Paal-Knorr pyrrole synthesis;

DOI:10.1021/jm300608w

Reference yield:

m-iodobenzaldehyde (696-41-3) → (R)-N-(4-(4-(3-(2-(4-chlorophenyl)-1,5-dimethyl-1H-pyrrol-3-yl)phenyl)piperazin-1-yl)phenyl)-4-((4-(dimethylamino)-1-(phenylthio)butan-2-yl)amino)-3-nitrobenzenesulfonamide (1384512-99-5)

Guidance literature:

Multi-step reaction with 9 steps

1: piperidine; acetic acid / toluene / Inert atmosphere; Reflux

2: 3-ethyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazolium bromide; triethylamine / 70 °C / Inert atmosphere

3: acetic acid / methanol / 24 h / 65 °C / Inert atmosphere; Sealed tube

4: sodium hydroxide / 1,4-dioxane; ethanol; water / Reflux; Inert atmosphere

5: copper(l) iodide; potassium carbonate; L-proline / dimethyl sulfoxide / 80 °C / Inert atmosphere

6: palladium 10% on activated carbon; hydrogen / methanol; dichloromethane / 0.5 h / 20 °C / Inert atmosphere

7: pyridine / 0.5 h / 0 °C / Inert atmosphere

8: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / Inert atmosphere

9: trifluoroacetic acid / dichloromethane / 0.25 h / Inert atmosphere

With piperidine; pyridine; copper(l) iodide; palladium 10% on activated carbon; hydrogen; 3-ethyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazolium bromide; potassium carbonate; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; L-proline; sodium hydroxide; In 1,4-dioxane; methanol; ethanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; 3: Paal-Knorr pyrrole synthesis;

DOI:10.1021/jm300608w

upstream raw materials:

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

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

(R)-5-(4-chlorophenyl)-4-(3-(4-(4-(4-((4-(dimethylamino)-1-(phenylthio)butan-2-yl)amino)-3-nitrophenylsulfonamido)phenyl)piperazin-1-yl)phenyl)-1,2-dimethyl-1H-pyrrole-3-carboxylic acid

ethyl 5-(4-chlorophenyl)-4-(3-iodophenyl)-1,2-dimethyl-1H-pyrrole-3-carboxylate