163852-89-9

Usage

Methyl ester derivative

Oxathiin-3-carboxylic acid
The compound is derived from oxathiin-3-carboxylic acid by replacing the hydroxyl group (-OH) with a methyl group (-CH3), forming a methyl ester.

Heterocyclic compound

Contains sulfur and oxygen atoms in the ring structure
The compound has a ring structure with both sulfur and oxygen atoms, making it a heterocyclic compound.

Pharmaceutical industry

Building block for the synthesis of various drugs and medication
The compound is commonly used in the pharmaceutical industry as a starting material for the synthesis of different drugs and medications.

Drug development and research

Valuable compound
Its properties and uses make it a valuable compound for drug development and research purposes.

Potential applications

Organic synthesis and production of other chemical substances
The compound may also have potential applications in the field of organic synthesis and as a starting material for the production of other chemical substances.

Chemical structure

6-ethoxy-5,6-dihydro-2-methyl
The specific arrangement of atoms and functional groups in the compound, which influences its chemical properties and reactivity.

Physical properties

Not provided in the material
The physical properties of the compound, such as melting point, boiling point, density, and solubility, are not provided in the given material.

Upstream product

• 109-92-2 ethyl vinyl ether 
• 170469-93-9 (E)-2-(1,3-Dioxo-1,3-dihydro-isoindol-2-ylsulfanyl)-3-hydroxy-but-2-enoic acid methyl ester 
• 105-45-3 acetoacetic acid methyl ester 
• 62269-44-7 methyl 3-trimethylsiloxybut-2-enoate 
• 1694-31-1 tert-butyl acetoacetate 
• 124-41-4 sodium methylate 

Relevant academic research and scientific papers

Inverse electron demand hetero diels-alder reactions of solid supported α-acilthiones

A solid supported dienic α,α′-dioxothione, obtained from the corresponding resin-linked β-chetoester, is able to react with vinyl ethers to give chemo- and regiospecifically the expected oxathiin cycloadducts. Trans-esterification allowed a quantitative and very clean cleavage of the products from the solid support. Copyright Taylor & Francis Inc.

Hetero Diels-Alder reactions (HDAR) of α,α′-dioxothiones on solid support

Solid-supported α,α′-dioxothiones are easily obtained starting from β-ketoester modified Wang and hydroxymethylated polystyrene resins. The hetero Diels-Alder reactions (HDAR) of these species, used either as electron-poor dienes or dienophiles, followed

Phthalimidesulfenyl Chloride. 9. A Simple Access to α,α'-Dioxothiones, a New Class of Bis-heterodienes. Synthesis of 1,4-Oxathiin Systems

α,α'-Dioxothiophthalimides 4a and 4b react with pyridine to generate the α,α'-dioxothiones 5a and 5b which undergo chemo- and regiospecific inverse electron demand Diels-Alder reactions with electron-rich alkenes to give 1,4-oxathiin heterocyclic syszems.Enol ethers, silyl enol ethers, vinyl sulfides, vinyl amides, substituted styrenes, and electron rich alkynes and allenes can be fruitfully employed as dienophiles.Among the vinyl ethers tested tri-O-benzylglucal was successfully used as a dienophile.Ab initio molecular orbital calculations performed on thiones 5a and 5b as well as on a selected enol ether are consistent with the experimental results.When thione 5a was generated in the presence of 2,3-dimethyl-2-butene (31) and -(β)-pinene (33) a selective ''thiophlic ene reaction'' was observed leading to the formation of sulfides 32 and 34.Thione 5b reacted similarly with 33 to generate the sulfide 35.Additionally a competition between the dienic versus dienophilic behavior of α,α'-dioxothiones 5a and 5b was observed in reactions with 2,3-dimethoxy-1,3-butadiene (45) and 2-methoxyfuran (50).A preliminary screening of the reactivity of 1,4-oxathiins 7c and 8b, used as model substrates, is also outlined.

REACTIVITY OF α,α'-DIOXOTHIONES

α,α'-Dioxothiones obtained from β-ketoesters undergo inverse electron demand Diels-Alder reaction with electron rich alkenes being only the ketonic carbonyl group selectively involved in the cycloaddition.A variety of 1,4-oxathiine derivatives have been p