2-((R)-4-((5-(ethylsulfonyl)-1H-pyrrolo[2,3-c]pyridin-2-yl)methyl)-5,5,5-trifluoro-4-hydroxy-2-methylpentan-2-yl)-5-fluoro-N-((S)-1-(4-methoxyphenyl)ethyl)benzamide

Base Information

• Chemical Name: 2-((R)-4-((5-(ethylsulfonyl)-1H-pyrrolo[2,3-c]pyridin-2-yl)methyl)-5,5,5-trifluoro-4-hydroxy-2-methylpentan-2-yl)-5-fluoro-N-((S)-1-(4-methoxyphenyl)ethyl)benzamide
• CAS No.: 1198785-56-6
• Molecular Formula: C₃₂H₃₅F₄N₃O₅S
• Molecular Weight: 649.707
• Mol file: 1198785-56-6.mol

Synonyms:2-((R)-4-((5-(ethylsulfonyl)-1H-pyrrolo[2,3-c]pyridin-2-yl)methyl)-5,5,5-trifluoro-4-hydroxy-2-methylpentan-2-yl)-5-fluoro-N-((S)-1-(4-methoxyphenyl)ethyl)benzamide

Chemical Property of 2-((R)-4-((5-(ethylsulfonyl)-1H-pyrrolo[2,3-c]pyridin-2-yl)methyl)-5,5,5-trifluoro-4-hydroxy-2-methylpentan-2-yl)-5-fluoro-N-((S)-1-(4-methoxyphenyl)ethyl)benzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-((R)-4-((5-(ethylsulfonyl)-1H-pyrrolo[2,3-c]pyridin-2-yl)methyl)-5,5,5-trifluoro-4-hydroxy-2-methylpentan-2-yl)-5-fluoro-N-((S)-1-(4-methoxyphenyl)ethyl)benzamide

There total 17 articles about 2-((R)-4-((5-(ethylsulfonyl)-1H-pyrrolo[2,3-c]pyridin-2-yl)methyl)-5,5,5-trifluoro-4-hydroxy-2-methylpentan-2-yl)-5-fluoro-N-((S)-1-(4-methoxyphenyl)ethyl)benzamide 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: 78.8%

tert-butyl 6-(ethylsulfonyl)-4-iodopyridin-3-ylcarbamate (1198785-14-6) + 5-fluoro-2-((S)-4-hydroxy-2-methyl-4-(trifluoromethyl)hept-6-yn-2-yl)-N-((S)-1-(4-methoxyphenyl)ethyl)benzamide (1198785-55-5) → 2-((R)-4-((5-(ethylsulfonyl)-1H-pyrrolo[2,3-c]pyridin-2-yl)methyl)-5,5,5-trifluoro-4-hydroxy-2-methylpentan-2-yl)-5-fluoro-N-((S)-1-(4-methoxyphenyl)ethyl)benzamide (1198785-56-6)

Guidance literature:

tert-butyl 6-(ethylsulfonyl)-4-iodopyridin-3-ylcarbamate; 5-fluoro-2-((S)-4-hydroxy-2-methyl-4-(trifluoromethyl)hept-6-yn-2-yl)-N-((S)-1-(4-methoxyphenyl)ethyl)benzamide; With 1,4-diaza-bicyclo[2.2.2]octane; palladium diacetate; In methanol; at 50 ℃; Inert atmosphere;

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In methanol; at 50 - 53 ℃;

Reference yield:

3-(2-bromo-4-fluorophenyl)-3-methylbutanoic acid (1198785-51-1) → 2-((R)-4-((5-(ethylsulfonyl)-1H-pyrrolo[2,3-c]pyridin-2-yl)methyl)-5,5,5-trifluoro-4-hydroxy-2-methylpentan-2-yl)-5-fluoro-N-((S)-1-(4-methoxyphenyl)ethyl)benzamide (1198785-56-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: pyridine / toluene / 12 h / 60 - 65 °C / Large scale

1.2: 1 h / 50 °C / Large scale

2.1: sodium hydride / tetrahydrofuran; mineral oil / 18 h / 0 - 25 °C / Large scale

2.2: 5 h / 0 - 25 °C / Large scale

2.3: 0.5 h / 0 - 15 °C / Large scale

3.1: (S)-1-isopropyl-pyrrolidine-2-carboxylic acid; diethylzinc / tetrahydrofuran / 20 °C / Large scale

3.2: Large scale

4.1: palladium diacetate; 1,4-diaza-bicyclo[2.2.2]octane / methanol / 3 h / 65 °C / Large scale

5.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / methanol / 2 h / 50 - 55 °C / Large scale

With (S)-1-isopropyl-pyrrolidine-2-carboxylic acid; pyridine; 1,4-diaza-bicyclo[2.2.2]octane; diethylzinc; palladium diacetate; sodium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; methanol; toluene; mineral oil;

DOI:10.1021/jo400079z

Reference yield:

4-(2-bromo-4-fluorophenyl)-1,1,1-trifluoro-4-methylpentan-2-one (1198785-52-2) → 2-((R)-4-((5-(ethylsulfonyl)-1H-pyrrolo[2,3-c]pyridin-2-yl)methyl)-5,5,5-trifluoro-4-hydroxy-2-methylpentan-2-yl)-5-fluoro-N-((S)-1-(4-methoxyphenyl)ethyl)benzamide (1198785-56-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 18 h / 0 - 25 °C / Large scale

1.2: 5 h / 0 - 25 °C / Large scale

1.3: 0.5 h / 0 - 15 °C / Large scale

2.1: (S)-1-isopropyl-pyrrolidine-2-carboxylic acid; diethylzinc / tetrahydrofuran / 20 °C / Large scale

2.2: Large scale

3.1: palladium diacetate; 1,4-diaza-bicyclo[2.2.2]octane / methanol / 3 h / 65 °C / Large scale

4.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / methanol / 2 h / 50 - 55 °C / Large scale

With (S)-1-isopropyl-pyrrolidine-2-carboxylic acid; 1,4-diaza-bicyclo[2.2.2]octane; diethylzinc; palladium diacetate; sodium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; methanol; mineral oil;

DOI:10.1021/jo400079z

upstream raw materials:

tert-butyl 6-(ethylsulfonyl)-4-iodopyridin-3-ylcarbamate

5-fluoro-2-((S)-4-hydroxy-2-methyl-4-(trifluoromethyl)hept-6-yn-2-yl)-N-((S)-1-(4-methoxyphenyl)ethyl)benzamide

(S)-5-fluoro-N-(1-(4-methoxyphenyl)ethyl)-2-(5,5,5-trifluoro-2-methyl-4-oxopentan-2-yl)benzamide

2,2-dimethyl-5-(propan-2-ylidene)-1,3-dioxane-4,6-dione

Downstream raw materials:

(R)-2-(4-((5-(ethylsulfonyl)-1H-pyrroio[2,3-c]pyridin-2-yl)methyl)-5,5,5-trifluoro-4-hydroxy-2-methylpentan-2-yl)-5-fluorobenzamide

(R)-2-(4-((5-(ethylsulfonyl)-1H-pyrrolo[2,3-c]pyridin-2-yl)methyl)-5,5,5-trifluoro-4-hydroxy-2-methylpentan-2-yl)-5-fluorobenzoic acid

(R)-3-((5-(ethylsulfonyl)-1H-pyrrolo[2,3-c]pyridin-2-yl)methyl)-8-fluoro-5,5-dimethyl-3-(trifluoromethyl)-4,5-dihydrobenzo[c]oxepin-1(3H)-one

1,1-bis(4-methoxyphenyl)ethane