325793-65-5 Usage
Description
(S)-2-Ethoxy-3-(4-hydroxyphenyl)propionic acid is an organic compound that serves as an intermediate in the synthesis of pharmaceuticals and other chemical compounds. It is characterized by its unique molecular structure, which includes an ethoxy group at the 2-position and a 4-hydroxyphenyl group at the 3-position, attached to a propionic acid backbone. (S)-2-ETHOXY-3-(4-HYDROXY-PHENYL)-PROPIONIC ACID plays a crucial role in the development of various therapeutic agents and has potential applications in the pharmaceutical industry.
Uses
Used in Pharmaceutical Industry:
(S)-2-Ethoxy-3-(4-hydroxyphenyl)propionic acid is used as a key intermediate in the synthesis of the human peroxisome proliferator-activated receptor (PPAR) agonist ragaglitazar. PPAR agonists, such as ragaglitazar, have been shown to have potential therapeutic effects in the treatment of type 2 diabetes, metabolic syndrome, and other related conditions. (S)-2-ETHOXY-3-(4-HYDROXY-PHENYL)-PROPIONIC ACID's unique structure allows it to interact with PPAR receptors, modulating their activity and leading to improved glucose and lipid metabolism.
In the synthesis of ragaglitazar, (S)-2-Ethoxy-3-(4-hydroxyphenyl)propionic acid serves as a building block, contributing to the formation of the final drug molecule. Its presence in the synthesis process is essential for the development of effective PPAR agonists, which can help manage and treat various metabolic disorders.
Overall, (S)-2-Ethoxy-3-(4-hydroxyphenyl)propionic acid is a valuable compound in the pharmaceutical industry, playing a significant role in the synthesis of important therapeutic agents. Its applications in the development of PPAR agonists highlight its potential in addressing various health conditions and improving patient outcomes.
Check Digit Verification of cas no
The CAS Registry Mumber 325793-65-5 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 3,2,5,7,9 and 3 respectively; the second part has 2 digits, 6 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 325793-65:
(8*3)+(7*2)+(6*5)+(5*7)+(4*9)+(3*3)+(2*6)+(1*5)=165
165 % 10 = 5
So 325793-65-5 is a valid CAS Registry Number.
InChI:InChI=1/C11H14O4/c1-2-15-10(11(13)14)7-8-3-5-9(12)6-4-8/h3-6,10,12H,2,7H2,1H3,(H,13,14)/t10-/m0/s1
325793-65-5Relevant articles and documents
A highly efficient and enantioselective synthesis of EEHP and EMHP: intermediates of PPAR agonists
Gangar, Mukesh,Harikrishnan,Goyal, Sandeep,Mungalpara, Maulik N.,Nair, Vipin A.
, p. 3462 - 3467 (2016/07/18)
Glycolate alkylation reactions of (S)-4-isopropyl-1-[(R)-1-phenylethyl]imidazolidin-2-one auxiliary has been optimised with high yields and diastereoselectivity on substituted benzyl and allyl bromides. The standardised reaction condition was employed for the stereoselective synthesis of EEHP and EMHP intermediates of PPAR agonists.
A new enantioselective synthesis of (S)-2-ethoxy-3-(4-hydroxyphenyl) propanoic acid esters (EEHP and IEHP), useful pharmaceutical intermediates of PPAR agonists
Mujahid,Kunte,Muthukrishnan
, p. 3223 - 3226 (2014/06/09)
A new enantioselective synthetic route to the title compounds has been developed in a simple and practical way with high enantiopurity using commercially available starting material.
Enzyme-mediated synthesis of EEHP and EMHP, useful pharmaceutical intermediates of PPAR agonists
Brenna, Elisabetta,Fuganti, Claudio,Gatti, Francesco G.,Parmeggiani, Fabio
experimental part, p. 2594 - 2599 (2010/03/30)
A new scaleable synthetic route to the title compounds has been developed. The reaction pathway is based on the α-chymotrypsin-catalysed hydrolysis of the racemic ethyl 2-ethoxy-3-(p-methoxyphenyl)propanoate or of the racemic ethyl 2-methoxy-3-(p-methoxyphenyl)propanoate to give the corresponding resolved (S)-esters with excellent ee. The acids were easily separated from the (S)-esters by a simple acid-base work-up. The overall yields of 1 and 2 were 16% and 17%, respectively.
