(S)-2-(1-Methyl-2,2,2-trifluoroethoxy)-5-Methylsulfonylbenzoic acid

Base Information

• Chemical Name: (S)-2-(1-Methyl-2,2,2-trifluoroethoxy)-5-Methylsulfonylbenzoic acid
• CAS No.: 845616-82-2
• Molecular Formula: C11H11F3O5S
• Molecular Weight: 312.267
• Mol file: 845616-82-2.mol

Synonyms:(S)-2-(1-Methyl-2,2,2-trifluoroethoxy)-5-Methylsulfonylbenzoic acid;(S)-5-(methylsulfonyl)-2-((1,1,1-trifluoropropan-2-yl)oxy)benzoic acid

Chemical Property of (S)-2-(1-Methyl-2,2,2-trifluoroethoxy)-5-Methylsulfonylbenzoic acid

Chemical Property:

• PSA: 89.05000
• LogP: 3.19870

Purity/Quality:

99% ^*data from raw suppliers

(S)-2-(1-Methyl-2,2,2-trifluoroethoxy)-5-methylsulfonylbenzoicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S)-2-(1-Methyl-2,2,2-trifluoroethoxy)-5-Methylsulfonylbenzoic acid

There total 7 articles about (S)-2-(1-Methyl-2,2,2-trifluoroethoxy)-5-Methylsulfonylbenzoic acid 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%

2-fluoro-5-(methylsulfonyl)benzoic acid (247569-56-8) + (S)-1,1,1-trifluoro-2-propanol (374-01-6,17556-48-8,17628-73-8,3539-97-7) → 5-methane-sulfonyl-2-((S)-2,2,2-trifluoro-1-methyl-ethoxy)-benzoic acid (845616-82-2,845616-83-3)

Guidance literature:

With caesium carbonate; In 1,4-dioxane; at 115 ℃; for 23h; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.jmedchem.8b00372

Reference yield: 92.0%

5-Methanesulfonyl-2-((S)-2,2,2-trifluoro-1-methyl-ethoxy)-benzoic acid methyl ester (845617-20-1) → 5-methane-sulfonyl-2-((S)-2,2,2-trifluoro-1-methyl-ethoxy)-benzoic acid (845616-82-2,845616-83-3)

Guidance literature:

5-Methanesulfonyl-2-((S)-2,2,2-trifluoro-1-methyl-ethoxy)-benzoic acid methyl ester; With sodium hydroxide; ethanol; water; at 80 ℃; for 0.5h;

With hydrogenchloride; In ethanol; water;

Reference yield: 30.0%

2-fluoro-5-(methylsulfonyl)benzoic acid (247569-56-8) + (S)-1,1,1-trifluoro-2-propanol (374-01-6,17556-48-8,17628-73-8,3539-97-7) → 5-methane-sulfonyl-2-((S)-2,2,2-trifluoro-1-methyl-ethoxy)-benzoic acid (845616-82-2,845616-83-3) + C10H11F3O3S

Guidance literature:

2-fluoro-5-methanesulfonyl-benzoic acid; (S)-1,1,1-trifluoro-2-propanol; With caesium carbonate; In N,N-dimethyl acetamide; at 150 ℃; for 90h; under 3750.38 Torr;

With hydrogenchloride; In water; at 20 ℃; for 1h; pH=1.5; Product distribution / selectivity;

upstream raw materials:

5-Methanesulfonyl-2-((S)-2,2,2-trifluoro-1-methyl-ethoxy)-benzoic acid methyl ester

2-fluoro-5-(methylsulfonyl)benzoic acid

(S)-1,1,1-trifluoro-2-propanol

2-fluoro-5-chlorosulfonylbenzoic acid

Downstream raw materials:

Bitopertin

Refernces

• 1、 -. "Bitopertin synthetic method and intermediate". Paragraph 0066; 0073; 0074. . Retrieved 2018/03/26.
• 2、 -. "Preparation of dihydropyrrol derivatives as intermediates". Page/Page column 9-10. . Retrieved 2009/06/27.