(3R,5R)-5-(((1R),(2R),(3S))-3-((1R)-1-(3,5-bis(trifluoromethyl)phenyl)ethoxy)-2-(4-fluorophenyl)cyclopentan-1-yl)-3-carboxy-3-methylpyrrolidin-2-one

Base Information

• Chemical Name: (3R,5R)-5-(((1R),(2R),(3S))-3-((1R)-1-(3,5-bis(trifluoromethyl)phenyl)ethoxy)-2-(4-fluorophenyl)cyclopentan-1-yl)-3-carboxy-3-methylpyrrolidin-2-one
• CAS No.: 871589-85-4
• Molecular Formula: C₂₇H₂₆F₇NO₄
• Molecular Weight: 561.497
• Mol file: 871589-85-4.mol

Synonyms:(3R,5R)-5-(((1R),(2R),(3S))-3-((1R)-1-(3,5-bis(trifluoromethyl)phenyl)ethoxy)-2-(4-fluorophenyl)cyclopentan-1-yl)-3-carboxy-3-methylpyrrolidin-2-one

Chemical Property of (3R,5R)-5-(((1R),(2R),(3S))-3-((1R)-1-(3,5-bis(trifluoromethyl)phenyl)ethoxy)-2-(4-fluorophenyl)cyclopentan-1-yl)-3-carboxy-3-methylpyrrolidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3R,5R)-5-(((1R),(2R),(3S))-3-((1R)-1-(3,5-bis(trifluoromethyl)phenyl)ethoxy)-2-(4-fluorophenyl)cyclopentan-1-yl)-3-carboxy-3-methylpyrrolidin-2-one

There total 20 articles about (3R,5R)-5-(((1R),(2R),(3S))-3-((1R)-1-(3,5-bis(trifluoromethyl)phenyl)ethoxy)-2-(4-fluorophenyl)cyclopentan-1-yl)-3-carboxy-3-methylpyrrolidin-2-one 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:

((1R),(2R),(3S))-3-((1R)-1-(3,5-bis(trifluoromethyl)phenyl)ethoxy)-2-(4-fluorophenyl)cyclopentane-carboxylic acid (405512-86-9) → (3R,5R)-5-(((1R),(2R),(3S))-3-((1R)-1-(3,5-bis(trifluoromethyl)phenyl)ethoxy)-2-(4-fluorophenyl)cyclopentan-1-yl)-3-carboxy-3-methylpyrrolidin-2-one (871589-85-4)

Guidance literature:

Multi-step reaction with 10 steps

1.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 1 h / 20 °C

2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 2.58 h / 0 - 20 °C

3.1: tetrahydrofuran / 2.5 h / 0 - 20 °C

4.1: ammonium acetate; ammonia / methanol / 1 h / 20 °C

4.2: 16.5 h / 20 °C

5.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 4 h / 0 - 20 °C

6.1: ozone / methanol / -70 - 0 °C / Cooling with acetone-dry ice

7.1: Jones reagent / acetone / 1 - 2 h / 20 - 30 °C

8.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.83 h / -25 - 0 °C / Cooling with methanol-dry ice-ice

9.1: 3 - 4 h / 20 - 30 °C

10.1: hydrogen / palladium(II) hydroxide/carbon / methanol / 22 h / 2327.23 Torr

With Jones reagent; oxalyl dichloride; ammonium acetate; ammonia; hydrogen; sodium hexamethyldisilazane; ozone; N-ethyl-N,N-diisopropylamine; palladium(II) hydroxide/carbon; N,N-dimethyl-formamide; In tetrahydrofuran; methanol; dichloromethane; acetone;

Reference yield:

1,3-cyclopentadione (3859-41-4) → (3R,5R)-5-(((1R),(2R),(3S))-3-((1R)-1-(3,5-bis(trifluoromethyl)phenyl)ethoxy)-2-(4-fluorophenyl)cyclopentan-1-yl)-3-carboxy-3-methylpyrrolidin-2-one (871589-85-4)

Guidance literature:

Multi-step reaction with 17 steps

1.1: potassium phosphate; johnphos / palladium diacetate / tetrahydrofuran / 12 h / 100 °C

2.1: disodium hydrogenphosphate / acetonitrile

2.2: 1.5 h / 65 °C

2.3: 0.5 h / pH < 8

3.1: 5% palladium over charcoal / ISOPROPYLAMIDE

3.2: 60 °C / 517.16 Torr

4.1: (R)-methyl oxazaborolidine; dimethylsulfide borane complex / toluene / 2.5 h / -20 °C

4.3: 20 °C

5.1: tetrahydrofuran; toluene / 0.75 h / -48 °C

5.2: 2.5 h / -25 °C

6.1: sulfuric acid / water / 3 h / 20 °C / Heating / reflux

7.1: tetrafluoroboric acid / n-heptane; dichloromethane / 23 h / -8 °C

8.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 1 h / 20 °C

9.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 2.58 h / 0 - 20 °C

10.1: tetrahydrofuran / 2.5 h / 0 - 20 °C

11.1: ammonium acetate; ammonia / methanol / 1 h / 20 °C

11.2: 16.5 h / 20 °C

12.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 4 h / 0 - 20 °C

13.1: ozone / methanol / -70 - 0 °C / Cooling with acetone-dry ice

14.1: Jones reagent / acetone / 1 - 2 h / 20 - 30 °C

15.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.83 h / -25 - 0 °C / Cooling with methanol-dry ice-ice

16.1: 3 - 4 h / 20 - 30 °C

17.1: hydrogen / palladium(II) hydroxide/carbon / methanol / 22 h / 2327.23 Torr

With potassium phosphate; disodium hydrogenphosphate; Jones reagent; oxalyl dichloride; (R)-methyl oxazaborolidine; dimethylsulfide borane complex; sulfuric acid; ammonium acetate; ammonia; hydrogen; sodium hexamethyldisilazane; ozone; N-ethyl-N,N-diisopropylamine; johnphos; palladium diacetate; tetrafluoroboric acid; palladium(II) hydroxide/carbon; 5% palladium over charcoal; N,N-dimethyl-formamide; In tetrahydrofuran; methanol; n-heptane; dichloromethane; ISOPROPYLAMIDE; water; acetone; toluene; acetonitrile;

Reference yield:

C41H36F7NO6 (960364-46-9) → (3R,5R)-5-(((1R),(2R),(3S))-3-((1R)-1-(3,5-bis(trifluoromethyl)phenyl)ethoxy)-2-(4-fluorophenyl)cyclopentan-1-yl)-3-carboxy-3-methylpyrrolidin-2-one (871589-85-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 3 - 4 h / 20 - 30 °C

2: hydrogen / palladium(II) hydroxide/carbon / methanol / 22 h / 2327.23 Torr

With hydrogen; palladium(II) hydroxide/carbon; In methanol;

upstream raw materials:

(3R,5R)-5-(((1R),(2R),(3S))-3-((1R)-1-(3,5-bis(trifluoromethyl)phenyl)ethoxy)-2-(4-fluorophenyl)cyclopentan-1-yl)-1,3-dibenzyloxycarbonyl-3-methylpyrrolidin-2-one

((1R),(2R),(3S))-3-((1R)-1-(3,5-bis(trifluoromethyl)phenyl)ethoxy)-2-(4-fluorophenyl)cyclopentane-carboxylic acid

1,3-cyclopentadione

((1S),(2R),(3R))-3-((1R)-1-(3,5-bis(trifluoromethyl)phenyl)-ethoxy)-2-(4-fluorophenyl)-3-(1-oxopent-4-en-1-yl)cyclopentane

Downstream raw materials:

C₂₇H₂₅F₇N₄O₃

(3R,5R)-5-(((1R),(2R),(3S))-3-((1R)-1-(3,5-bis(trifluoromethyl)phenyl)ethoxy)-2-(4-fluorophenyl)cyclopentan-1-yl)-3-benzyloxycarboxylamino-3-methylpyrrolidin-2-one