(2S,4R)-1-(1-methylcyclopropanecarbonyl)-4-[4-(2,2,2-trifluoroethoxy)-2-trifluoromethylphenylsulfanyl]pyrrolidine-2-carboxylic acid (1-cyanocyclopropyl)amide

Base Information

• Chemical Name: (2S,4R)-1-(1-methylcyclopropanecarbonyl)-4-[4-(2,2,2-trifluoroethoxy)-2-trifluoromethylphenylsulfanyl]pyrrolidine-2-carboxylic acid (1-cyanocyclopropyl)amide
• CAS No.: 1434818-39-9
• Molecular Formula: C₂₃H₂₃F₆N₃O₃S
• Molecular Weight: 535.51
• Mol file: 1434818-39-9.mol

Synonyms:(2S,4R)-1-(1-methylcyclopropanecarbonyl)-4-[4-(2,2,2-trifluoroethoxy)-2-trifluoromethylphenylsulfanyl]pyrrolidine-2-carboxylic acid (1-cyanocyclopropyl)amide

Chemical Property of (2S,4R)-1-(1-methylcyclopropanecarbonyl)-4-[4-(2,2,2-trifluoroethoxy)-2-trifluoromethylphenylsulfanyl]pyrrolidine-2-carboxylic acid (1-cyanocyclopropyl)amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,4R)-1-(1-methylcyclopropanecarbonyl)-4-[4-(2,2,2-trifluoroethoxy)-2-trifluoromethylphenylsulfanyl]pyrrolidine-2-carboxylic acid (1-cyanocyclopropyl)amide

There total 13 articles about (2S,4R)-1-(1-methylcyclopropanecarbonyl)-4-[4-(2,2,2-trifluoroethoxy)-2-trifluoromethylphenylsulfanyl]pyrrolidine-2-carboxylic acid (1-cyanocyclopropyl)amide 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:

4-(2,2,2-trifluoroethoxy)-2-trifluoromethylbenzenethiol (1434817-05-6) + benzenesulfonic acid (3S,5S)-5-(1-cyanocyclopropylcarbamoyl)-1-(1-methylcyclopropanecarbonyl)pyrrolidin-3-yl ester (1434818-32-2) → (2S,4R)-1-(1-methylcyclopropanecarbonyl)-4-[4-(2,2,2-trifluoroethoxy)-2-trifluoromethylphenylsulfanyl]pyrrolidine-2-carboxylic acid (1-cyanocyclopropyl)amide (1434818-39-9)

Guidance literature:

4-(2,2,2-trifluoroethoxy)-2-trifluoromethylbenzenethiol; With potassium tert-butylate; In tetrahydrofuran; at 20 ℃; for 0.333333h;

benzenesulfonic acid (3S,5S)-5-(1-cyanocyclopropylcarbamoyl)-1-(1-methylcyclopropanecarbonyl)pyrrolidin-3-yl ester; In tetrahydrofuran; N,N-dimethyl acetamide; at 20 ℃; for 15h; Reagent/catalyst; Solvent; Time; Temperature;

Reference yield:

1-methylcyclopropanecarbonyl chloride (16480-05-0) → (2S,4R)-1-(1-methylcyclopropanecarbonyl)-4-[4-(2,2,2-trifluoroethoxy)-2-trifluoromethylphenylsulfanyl]pyrrolidine-2-carboxylic acid (1-cyanocyclopropyl)amide (1434818-39-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: triethylamine / N,N-dimethyl-formamide; dichloromethane / 1.17 h / 2 - 20 °C

2.1: sodium 2-ethylhexanoic acid / water / 16 h / 50 °C

2.2: 20 °C

3.1: triethylamine; dmap / dichloromethane / 16 h / 20 °C

4.1: potassium tert-butylate / tetrahydrofuran / 0.33 h / 20 °C

4.2: 15 h / 20 °C

With dmap; potassium tert-butylate; triethylamine; sodium 2-ethylhexanoic acid; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;

Reference yield:

1-Methyl-cyclopropanoic acid (6914-76-7) → (2S,4R)-1-(1-methylcyclopropanecarbonyl)-4-[4-(2,2,2-trifluoroethoxy)-2-trifluoromethylphenylsulfanyl]pyrrolidine-2-carboxylic acid (1-cyanocyclopropyl)amide (1434818-39-9)

Guidance literature:

Multi-step reaction with 5 steps

1.1: N,N-dimethyl-formamide; thionyl chloride / 2 h / -40 - 40 °C

2.1: triethylamine; dmap / dichloromethane / 2.5 h / 0 °C

2.2: 1.5 h / 0 °C

3.1: sodium hydroxide / 1 h / 0 - 20 °C

3.2: 21 h / 70 °C

4.1: triethylamine; dmap / dichloromethane / 16 h / 20 °C

5.1: potassium tert-butylate / tetrahydrofuran / 0.33 h / 20 °C

5.2: 15 h / 20 °C

With dmap; thionyl chloride; potassium tert-butylate; triethylamine; N,N-dimethyl-formamide; sodium hydroxide; In tetrahydrofuran; dichloromethane;

upstream raw materials:

4-(2,2,2-trifluoroethoxy)-2-trifluoromethylbenzenethiol

benzenesulfonic acid (3S,5S)-5-(1-cyanocyclopropylcarbamoyl)-1-(1-methylcyclopropanecarbonyl)pyrrolidin-3-yl ester

1-Methyl-cyclopropanoic acid

(1S,4S)-5-(1-methyl cyclopropanecarbonyl)-2-oxa-5-aza-bicyclo[2.2.1]heptan-3-one

Downstream raw materials:

(2S,4R)-1-(1-methylcyclopropanecarbonyl)-4-[4-(2,2,2-trifluoroethoxy)-2-trifluoromethylbenzenesulfonyl]pyrrolidine-2-carboxylic acid (1-cyanocyclopropyl)amide

Refernces