Butanoic acid, 2-[3-[[3-(4-chlorobenzoyl)-2-methyl-6-(trifluoromethoxy)-1H-indol-1-yl]methyl]phenoxy]-, (2R)-

Base Information

• Chemical Name: Butanoic acid, 2-[3-[[3-(4-chlorobenzoyl)-2-methyl-6-(trifluoromethoxy)-1H-indol-1-yl]methyl]phenoxy]-, (2R)-
• CAS No.: 668455-62-7
• Molecular Formula: C28H23ClF3NO5
• Molecular Weight: 545.943
• Mol file: 668455-62-7.mol

Synonyms:QTNLJMSTDKBAOB-XMMPIXPASA-N;Butanoic acid, 2-[3-[[3-(4-chlorobenzoyl)-2-Methyl-6-(trifluoroMethoxy)-1H-indol-1-yl]Methyl]phenoxy]-, (2R)-

Chemical Property of Butanoic acid, 2-[3-[[3-(4-chlorobenzoyl)-2-methyl-6-(trifluoromethoxy)-1H-indol-1-yl]methyl]phenoxy]-, (2R)-

Chemical Property:

• PSA: 77.76000
• LogP: 7.02300

Purity/Quality:

(2R)-2-[3-[[3-(4-CHLOROBENZOYL)-2-METHYL-6-(TRIFLUOROMETHOXY)-1H-INDOL-1-YL]METHYL]PHENOXY]BUTANOIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Butanoic acid, 2-[3-[[3-(4-chlorobenzoyl)-2-methyl-6-(trifluoromethoxy)-1H-indol-1-yl]methyl]phenoxy]-, (2R)-

There total 2 articles about Butanoic acid, 2-[3-[[3-(4-chlorobenzoyl)-2-methyl-6-(trifluoromethoxy)-1H-indol-1-yl]methyl]phenoxy]-, (2R)- 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: 96.0%

methyl (2R)-2-(3-{[3-(4-chlorobenzoyl)-2-methyl-6-(trifluoromethoxy)-1H-indol-1-yl]methyl}phenoxy)butanoate (1139688-48-4) → (2R)-2-(3-{[3-(4-chlorobenzoyl)-2-methyl-6-(trifluoromethoxy)-1H-indol-1-yl]methyl}phenoxy)butanoic acid (668455-62-7)

Guidance literature:

With sodium hydroxide; In methanol; tert-butyl methyl ether; water; at 20 - 40 ℃; for 4h; optical yield given as %ee; Large scale reaction;

DOI:10.1021/op8002882

Reference yield:

ethyl (2R)-2-{3-[[3-(4-chlorobenzoyl)-2-methyl-6-(trifluoromethoxy)-1H-indol-1-yl]methyl]phenoxy}butyrate (668455-60-5) → (2R)-2-(3-{[3-(4-chlorobenzoyl)-2-methyl-6-(trifluoromethoxy)-1H-indol-1-yl]methyl}phenoxy)butanoic acid (668455-62-7)

Guidance literature:

ethyl (2R)-2-{3-[[3-(4-chlorobenzoyl)-2-methyl-6-(trifluoromethoxy)-1H-indol-1-yl]methyl]phenoxy}butyrate; With sodium hydroxide; In tetrahydrofuran; methanol; water; at 20 ℃;

With hydrogenchloride; In tetrahydrofuran; methanol; water;

Reference yield:

(2R)-2-(3-{[3-(4-chlorobenzoyl)-2-methyl-6-(trifluoromethoxy)-1H-indol-1-yl]methyl}phenoxy)butanoic acid (668455-62-7) → C28H22ClF3NO5(1-)*Na(1+) (910378-56-2)

Guidance literature:

With sodium hydroxide; In isopropyl alcohol; at 50 - 55 ℃;

upstream raw materials:

ethyl (2R)-2-{3-[[3-(4-chlorobenzoyl)-2-methyl-6-(trifluoromethoxy)-1H-indol-1-yl]methyl]phenoxy}butyrate

methyl (2R)-2-(3-{[3-(4-chlorobenzoyl)-2-methyl-6-(trifluoromethoxy)-1H-indol-1-yl]methyl}phenoxy)butanoate

Downstream raw materials:

C₂₈H₂₂ClF₃NO₅^(1-)*Na⁽¹⁺⁾

Refernces

• 1、 Liu, Weiguo,Liu, Kun,Wood, Harold B.,McCann, Margaret E.,Doebber, Thomas W.,Chang, Ching H.,Akiyama, Taro E.,Einstein, Monica,Berger, Joel P.,Meinke, Peter T.. "Discovery of a peroxisome proliferator activated receptor γ (PPARγ) modulator with balanced PPARα activity for the treatment of type 2 diabetes and dyslipidemia". experimental part. p. 4443 - 4453. Retrieved 2010/03/02.
• 2、 -. "INDOLES HAVING ANTI-DIABETIC ACTIVITY". Page 61-62. . Retrieved 2010/02/06.