251565-85-2

Basic information

• Product Name: (S)-2-ETHOXY-3-[4-[2-(4-METHANESULFONYLOXY-PHENYL)-ETHOXY]-PHENYL]-PROPIONIC ACID
• Synonyms: 2-Ethoxy-3-{4-[2-(4-methanesulfonyloxy-phenyl)-ethoxy]-phenyl}-propionicacid;(αS)-α-Ethoxy-4-[2-[4-[(Methylsulfonyl)oxy]phenyl]ethoxy]benzenepropanoic Acid;(alphaS)-alpha-Ethoxy-4-[2-[4-[(methylsulfonyl)oxy]phenyl]ethoxy]benzenepropanoic acid;(S)-2-ethoxy-3-[4-(2-{4-Methanesulphonyloxyphenyl}ethoxy)phenyl]propanoic acid;(S)-2-Ethoxy-3-(4-(4-((Methylsulfonyl)oxy)phenethoxy)phenyl)propanoic acid;Benzenepropanoic acid, .alpha.-ethoxy-4-[2-[4-[(methylsulfonyl)oxy]phenyl]ethoxy]-, (.alpha.S)-;(S)-2-ETHOXY-3-[4-[2-(4-METHANESULFONYLOXY-PHENYL)-ETHOXY]-PHENYL]-PROPIONIC ACID;TESAGLITAZAR
• CAS NO: 251565-85-2
• Molecular Formula: C₂₀H₂₄O₇S
• Molecular Weight: 408.47
• Product Categories: Drug Intermediates;Chiral Reagents;Intermediates & Fine Chemicals;Pharmaceuticals;Sulfur & Selenium Compounds
• Mol File: 251565-85-2.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 611℃
• Flash Point: 324℃
• Appearance: /
• Density: 1.278
• Vapor Pressure: 8.44E-16mmHg at 25°C
• Refractive Index: 1.565
• Storage Temp.: 2-8°C
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: 3.62±0.10(Predicted)
• Merck: 14,9177
• CAS DataBase Reference: (S)-2-ETHOXY-3-[4-[2-(4-METHANESULFONYLOXY-PHENYL)-ETHOXY]-PHENYL]-PROPIONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-2-ETHOXY-3-[4-[2-(4-METHANESULFONYLOXY-PHENYL)-ETHOXY]-PHENYL]-PROPIONIC ACID(251565-85-2)
• EPA Substance Registry System: (S)-2-ETHOXY-3-[4-[2-(4-METHANESULFONYLOXY-PHENYL)-ETHOXY]-PHENYL]-PROPIONIC ACID(251565-85-2)

Safety Data

• Hazardous Substances Data: 251565-85-2(Hazardous Substances Data)

Usage

Chemical Properties

White Solid

Uses

Different sources of media describe the Uses of 251565-85-2 differently. You can refer to the following data:
1. Dual -acting peroxisome proliferator-activated receptor (PPAR) α and γ agonist. Antidiabetic.
2. Dual -acting peroxisome proliferator-activated receptor (PPAR) a and agonist. Antidiabetic

InChI:InChI=1/C20H24O7S/c1-3-25-19(20(21)22)14-16-6-8-17(9-7-16)26-13-12-15-4-10-18(11-5-15)27-28(2,23)24/h4-11,19H,3,12-14H2,1-2H3,(H,21,22)/t19-/m0/s1

Upstream product

• 251565-91-0 ethyl (2S)-2-ethoxy-3-[4-(2-{4-[(methylsulfonyl)oxy]phenyl}ethoxy)phenyl]propanoate 
• 123-91-1 1,4-dioxane 
• 251565-89-6 (S)-2-ethoxy-N-(2-hydroxy-(R)-1-phenylethyl)-3-[4-(2-{4-methanesulfonyloxyphenyl}-ethoxy)phenyl]propanoic amide 
• 142-82-5 n-heptane 

Downstream Products

• 251565-91-0 ethyl (2S)-2-ethoxy-3-[4-(2-{4-[(methylsulfonyl)oxy]phenyl}ethoxy)phenyl]propanoate 

Relevant articles and documents

Selective hydrolysis of methanesulfonate esters

The pH dependence of the hydrolysis of 4-{2-[(methylsulfonyl)oxy]ethyI} phenyl methanesulfonate, 1, and two carboxylate esters, ethyl 2(S)-ethoxy-3-(4-hydroxyphenyl)propionate, 2 and (2S)-2-ethoxy-3-[4-(2-{4- [(methylsulfonyl)oxy]phenyl}ethoxy)phenyl]propanoate, 3, has been studied with a view to the selective removal of any remaining 1, following coupling with 2 to generate 3 in water at 95 °C (Scheme 1). It is shown that reduction of pH from that of the reaction conditions (pH ≈ 10) to pH 7-8 has little effect on the hydrolysis of 1, which is dominated by the water rate over this pH range, but reduces the rate of hydrolysis of the carboxylate ester group by 3 orders of magnitude (pH 7). This very strong quantitative difference in the response of the two types of ester group to pH change allows complete removal of 1 at low pH without measurable loss to the product ester, 3. The conclusions should be generally applicable to the removal of potentially genotoxic alkyl esters of methane sulfonic acid in the presence of carboxylic esters and other base-sensitive groups.

NEW PROCESS

A process for the preparation of a compound of formula (I); in which R represents H or an acid protecting group which comprises reacting a compound of formula (II); in which R is as previously defined with a compound of formula (III); wherein X is a suitable leaving group in the presence of a base and using water as a diluent.