82187-66-4

Usage

Uses

Used in Organic Synthesis:
(Thiophen-2-ylsulfanyl)-acetic acid ethyl ester is used as a building block in organic synthesis for the creation of various organic compounds. Its unique structure allows for a wide range of chemical reactions and transformations, making it a valuable component in the synthesis of complex molecules.
Used in Pharmaceutical Research:
In the pharmaceutical industry, (Thiophen-2-ylsulfanyl)-acetic acid ethyl ester is used as a starting material or intermediate in the development of new drugs. Its potential applications include the synthesis of therapeutic agents targeting various diseases and conditions.
Used as a Solvent or Carrier:
Due to its ethyl ester form, (Thiophen-2-ylsulfanyl)-acetic acid ethyl ester is also suitable for use as a solvent or carrier in different formulations. This makes it a versatile compound for various applications in the chemical and pharmaceutical industries, where solubility and carrier properties are essential.
Used in Chemical Transformations:
The presence of the thiophene ring and sulfur atom in (Thiophen-2-ylsulfanyl)-acetic acid ethyl ester provides unique reactivity, making it a candidate for various chemical transformations. This can be particularly useful in the development of novel chemical processes and the synthesis of new compounds with specific properties and applications.

Upstream product

• 7342-42-9 thiophen-2-ylthioacetic acid 
• 64-17-5 ethanol 
• 5780-36-9 2-(methylsulfanyl)thiophene 
• 623-73-4 diazoacetic acid ethyl ester 
• 7774-74-5 Thiophene-2-thiol 
• 105-36-2 ethyl bromoacetate 
• 39794-75-7 ethyl α-p-toluenesulfonyloxyacetate 
• 50878-65-4 2-(isopropylthio)thiophene 

Downstream Products

• 7342-42-9 thiophen-2-ylthioacetic acid 

Relevant academic research and scientific papers

Cu(I)/chiral bisoxazoline-catalyzed enantioselective sommelet-hauser rearrangement of sulfonium ylides

Catalytic asymmetric thia-Sommelet-Hauser rearrangement of sulfonium ylides remains a great challenge due to its multistep reaction mechanism involving metal carbene formation, proton transfer, and [2,3]-sigmatropic rearrangement. In particular, the key problem of such reactions is the differentiation of the enantiotopic lone pair electrons of sulfur, which generates the sulfonium ylide intermediate bearing chirality on the sulfur atom. With a modified chiral bisoxazoline ligand, we developed a Cu(I)- catalyzed asymmetric thia-Sommelet-Hauser rearrangement with good to excellent enantioselectivities. Mechanistic studies provide insights into the details of the reaction mechanism.

Preparation method of thioether

The invention relates to a preparation method of thioether, which comprises the following steps: adding mercaptan/phenol and alpha-diazoacetate into an acetonitrile-water mixed solvent, stirring at room temperature under the irradiation of visible light u

Catalyst-free, visible-light-promoted S-H insertion reaction between thiols and α-diazoesters

A visible-light-promoted S-H insertion reaction between thiols and α-diazoesters was developed. The reaction proceeded smoothly at room temperature with a broad substrate scope, affording various thioethers in moderate to excellent yields. The catalyst- A

Sulfonium ylide formation and subsequent C[sbnd]S bond cleavage of aromatic isopropyl sulfide catalyzed by hemin in aqueous solvent

Heme is an abundant and widely existed cofactor for a variety of metalloenzymes, whose broader use is generally impeded by its high instability and poor solubility. Here we report an environment-benign and efficient strategy for the sulfonium ylide formation and subsequent C[sbnd]S bond cleavage of aromatic isopropyl sulfides, which was catalyzed by hemin in assistance of Triton X-100. This aqueous catalytic system exhibited good functional group tolerance to a variety of sulfides and diazo esters. And the reaction mechanism was preliminarily proposed on the basis of designed reactions. Furthermore, the cleavage of C[sbnd]S bond followed by introducing a functional ester group to aromatic sulfides, may potentially be employed for the late stage functionalization (LSF) of organosulfur drug in the future.

Synthesis of thioether andrographolide derivatives and their inhibitory effect against cancer cells

A series of novel thioether andrographolide derivatives were synthesized by incorporating various aromatic (or heteroaromatic) substituents into C-12 or 14-OH. A total of 38 andrographolide derivatives were prepared and evaluated for their in vitro inhibi

Substituted oxoazaheterocyclyl compounds

This invention is directed to oxoazaheterocycyl compounds which inhibit Factor Xa, to oxoazaheterocycyl compounds which inhibit both Factor Xa and Factor IIa, to pharmaceutical compositions comprising these compounds, to intermediates useful for preparing these compounds, to a method of directly inhibiting Factor Xa and to a method of simultaneously directly inhibiting Factor Xa and Factor IIa..

Intermolecular carbenoid insertions: Reactions of 2-substituted thiophenes with ethyl diazoacetate in the presence of rhodium (II) acetate

The reactions of ethyl diazoacetate with a series of 2-substituted thiophenes in the presence of catalytic rhodium (II) acetate were examined. In the cases of 2-methylthiophene and 2-(trimethylsilyl)thiophene, cyclopropane and thiopyran products predominated while thiophene-2-thiol and 2-(methylthio)thiophene gave rise to thiopyrans and ethyl 2-(2- thienylsulfanyl)acetate. No reaction was apparent when 2-pyrrolidinothiophene was used. 2-Alkoxythiophenes, however, allowed for the production of a series of ethyl 6-alkoxy-6-thioxo-2,4-hexadienoates. The mechanistic implications are discussed.