Cyclopentanecarboxylic acid, 3-[(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethoxy]-2-(4-fluorophenyl)-, methyl ester, (1R,2R,3S)-

Base Information

• Chemical Name: Cyclopentanecarboxylic acid, 3-[(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethoxy]-2-(4-fluorophenyl)-, methyl ester, (1R,2R,3S)-
• CAS No.: 190271-63-7
• Molecular Formula: C23H21F7O3
• Molecular Weight: 478.407
• Mol file: 190271-63-7.mol

Synonyms:

Chemical Property of Cyclopentanecarboxylic acid, 3-[(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethoxy]-2-(4-fluorophenyl)-, methyl ester, (1R,2R,3S)-

Chemical Property:

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Cyclopentanecarboxylic acid, 3-[(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethoxy]-2-(4-fluorophenyl)-, methyl ester, (1R,2R,3S)-

There total 27 articles about Cyclopentanecarboxylic acid, 3-[(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethoxy]-2-(4-fluorophenyl)-, methyl ester, (1R,2R,3S)- 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: 92.5%

(1R,2R,3S)-3[(R)-1-(3,5-bis(trifluoromethyl)phenyl)ethoxy]-2-(4-fluorophenyl)cyclopentane-1-carboxylic acid triethylamine salt + methyl iodide (74-88-4) → (1R,2R,3S)-3[(R)-1-(3,5-bis(trifluoromethyl)phenyl)ethoxy]-2-(4-fluorophenyl)cyclopentane-1-carboxylic acid methyl ester (190271-63-7)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 - 23 ℃; for 20.5h; Product distribution / selectivity;

Reference yield: 89.0%

C17H16F6O3 (1007592-45-1) + 4-fluoroboronic acid (1765-93-1) → (1R,2R,3S)-3[(R)-1-(3,5-bis(trifluoromethyl)phenyl)ethoxy]-2-(4-fluorophenyl)cyclopentane-1-carboxylic acid methyl ester (190271-63-7)

Guidance literature:

C₁₇H₁₆F₆O₃; 4-fluoroboronic acid; [Rh(OH)(cod)]2;

With sodium methylate; In methanol; Product distribution / selectivity;

Reference yield: 83.0%

C17H16F6O3 (1007592-45-1) + potassium phenyltrifluoborate → (1R,2R,3S)-3[(R)-1-(3,5-bis(trifluoromethyl)phenyl)ethoxy]-2-(4-fluorophenyl)cyclopentane-1-carboxylic acid methyl ester (190271-63-7)

Guidance literature:

C₁₇H₁₆F₆O₃; potassium phenyltrifluoborate; With sodium hydrogencarbonate; [Rh(OH)(cod)]2; In ethanol; at 90 ℃; for 5h;

With sodium methylate; In methanol; ethanol; at 50 ℃; for 4h; Product distribution / selectivity;

upstream raw materials:

(1R,2R,3S)-2-(4-Fluoro-phenyl)-3-trimethylsilanyloxy-cyclopentanecarboxylic acid methyl ester

3,5-bis(trifluoromethyl)phenyl methyl ketone

(1S)-1-[3,5-bis(trifluoromethyl)phenyl]ethyl-2,2,2-trichloroethanimidoate

methyl (1R,2R,3S)-2-(4-fluorophenyl)-3-hydroxycyclopentane-1-carboxylate

Downstream raw materials:

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

C₂₃H₂₀ClF₇O₂

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

[(1R,2R,3S)-3-{(R)-1-(3,5-bis(trifluoromethyl)phenyl)ethoxy}-2-(4-fluorophenyl)cyclopentyl]methanol