(1R,2R)-2-(4-fluorophenyl)cyclopropanecarboxylic acid [(R)-cyclopropyl-(3-ethanesulfonylphenyl)methyl](6-trifluoromethylpyridin-3-ylmethyl)amide

Base Information

• Chemical Name: (1R,2R)-2-(4-fluorophenyl)cyclopropanecarboxylic acid [(R)-cyclopropyl-(3-ethanesulfonylphenyl)methyl](6-trifluoromethylpyridin-3-ylmethyl)amide
• CAS No.: 1414775-42-0
• Molecular Formula: C₂₉H₂₈F₄N₂O₃S
• Molecular Weight: 560.613
• Mol file: 1414775-42-0.mol

Synonyms:

Chemical Property of (1R,2R)-2-(4-fluorophenyl)cyclopropanecarboxylic acid [(R)-cyclopropyl-(3-ethanesulfonylphenyl)methyl](6-trifluoromethylpyridin-3-ylmethyl)amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,2R)-2-(4-fluorophenyl)cyclopropanecarboxylic acid [(R)-cyclopropyl-(3-ethanesulfonylphenyl)methyl](6-trifluoromethylpyridin-3-ylmethyl)amide

There total 15 articles about (1R,2R)-2-(4-fluorophenyl)cyclopropanecarboxylic acid [(R)-cyclopropyl-(3-ethanesulfonylphenyl)methyl](6-trifluoromethylpyridin-3-ylmethyl)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:

3-ethylthiobenzaldehyde → (1R,2R)-2-(4-fluorophenyl)cyclopropanecarboxylic acid [(R)-cyclopropyl-(3-ethanesulfonylphenyl)methyl](6-trifluoromethylpyridin-3-ylmethyl)amide (1414775-42-0) + (1R,2R)-2-(4-fluorophenyl)cyclopropanecarboxylic acid [(S)-cyclopropyl-(3-ethanesulfonylphenyl)methyl](6-trifluoromethylpyridin-3-ylmethyl)amide (1414775-44-2)

Guidance literature:

Multi-step reaction with 7 steps

1.1: tetrahydrofuran / 0 - 20 °C / Inert atmosphere

2.1: 3-chloro-benzenecarboperoxoic acid / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

3.1: diphenylphosphoranyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 0 - 80 °C / Inert atmosphere

4.1: hydrogen / palladium 10% on activated carbon / methanol / 2 h / 20 °C

5.1: magnesium sulfate / 1,2-dichloro-ethane / 0.5 h / 20 °C / Inert atmosphere

5.2: 3 h / 20 °C

6.1: 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine / ethyl acetate; 1,2-dichloro-ethane / 16 h / 20 °C / Inert atmosphere

7.1: Chiralcel OD-H / methanol / Resolution of racemate

With diphenylphosphoranyl azide; hydrogen; magnesium sulfate; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; 3-chloro-benzenecarboperoxoic acid; palladium 10% on activated carbon; In tetrahydrofuran; methanol; ethyl acetate; 1,2-dichloro-ethane; toluene;

Reference yield:

cyclopropyl[3-(ethylsulfanyl)phenyl]methanol (1414778-46-3) → (1R,2R)-2-(4-fluorophenyl)cyclopropanecarboxylic acid [(R)-cyclopropyl-(3-ethanesulfonylphenyl)methyl](6-trifluoromethylpyridin-3-ylmethyl)amide (1414775-42-0) + (1R,2R)-2-(4-fluorophenyl)cyclopropanecarboxylic acid [(S)-cyclopropyl-(3-ethanesulfonylphenyl)methyl](6-trifluoromethylpyridin-3-ylmethyl)amide (1414775-44-2)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 3-chloro-benzenecarboperoxoic acid / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

2.1: diphenylphosphoranyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 0 - 80 °C / Inert atmosphere

3.1: hydrogen / palladium 10% on activated carbon / methanol / 2 h / 20 °C

4.1: magnesium sulfate / 1,2-dichloro-ethane / 0.5 h / 20 °C / Inert atmosphere

4.2: 3 h / 20 °C

5.1: 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine / ethyl acetate; 1,2-dichloro-ethane / 16 h / 20 °C / Inert atmosphere

6.1: Chiralcel OD-H / methanol / Resolution of racemate

With diphenylphosphoranyl azide; hydrogen; magnesium sulfate; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; 3-chloro-benzenecarboperoxoic acid; palladium 10% on activated carbon; In tetrahydrofuran; methanol; ethyl acetate; 1,2-dichloro-ethane; toluene;

Reference yield:

3-bromo-1-ethanesulfanylbenzene (18184-69-5) → (1R,2R)-2-(4-fluorophenyl)cyclopropanecarboxylic acid [(R)-cyclopropyl-(3-ethanesulfonylphenyl)methyl](6-trifluoromethylpyridin-3-ylmethyl)amide (1414775-42-0) + (1R,2R)-2-(4-fluorophenyl)cyclopropanecarboxylic acid [(S)-cyclopropyl-(3-ethanesulfonylphenyl)methyl](6-trifluoromethylpyridin-3-ylmethyl)amide (1414775-44-2)

Guidance literature:

Multi-step reaction with 8 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.08 h / -78 °C / Inert atmosphere

1.2: 0.25 h / -78 - 20 °C

2.1: tetrahydrofuran / 0 - 20 °C / Inert atmosphere

3.1: 3-chloro-benzenecarboperoxoic acid / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

4.1: diphenylphosphoranyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 0 - 80 °C / Inert atmosphere

5.1: hydrogen / palladium 10% on activated carbon / methanol / 2 h / 20 °C

6.1: magnesium sulfate / 1,2-dichloro-ethane / 0.5 h / 20 °C / Inert atmosphere

6.2: 3 h / 20 °C

7.1: 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine / ethyl acetate; 1,2-dichloro-ethane / 16 h / 20 °C / Inert atmosphere

8.1: Chiralcel OD-H / methanol / Resolution of racemate

With n-butyllithium; diphenylphosphoranyl azide; hydrogen; magnesium sulfate; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; 3-chloro-benzenecarboperoxoic acid; palladium 10% on activated carbon; In tetrahydrofuran; methanol; hexane; ethyl acetate; 1,2-dichloro-ethane; toluene;

upstream raw materials:

2-(4-fluorophenyl)cyclopropanecarboxylic acid

(1,2-trans)-2-(4'-fluorophenyl)-cyclopropanecarboxylic acid

3-bromo-1-ethanesulfanylbenzene

4-fluorocinnamic acid