34097-60-4

Usage

Uses

Used in Pharmaceutical Industry:
Methyl phenylsulfonylacetate is used as a key intermediate in the synthesis of (-)-hybridalactone, a marine eicosanoid isolated from the red alga Laurencia hybrida. Methyl phenylsulfonylacetate has potential applications in the development of new pharmaceuticals due to its unique chemical properties.
Used in Organic Chemistry:
Methyl phenylsulfonylacetate is utilized in dehydrative alkylation of alcohols under modified Mitsunobu conditions. This application highlights its importance in organic chemistry, where it aids in the formation of new carbon-carbon bonds and the synthesis of complex molecules.
Used in Synthesis of 2-(Hydroxymethyl)indene:
Methyl phenylsulfonylacetate is also employed in a three-step synthesis of 2-(hydroxymethyl)indene, further demonstrating its versatility as a synthetic intermediate in the creation of various organic compounds.

InChI:InChI=1/C9H10O4S/c1-13-9(10)7-14(11,12)8-5-3-2-4-6-8/h2-6H,7H2,1H3

Upstream product

• 67-56-1 methanol 
• 3959-23-7 benzenesulfonylacetic acid 
• 14090-83-6 methyl 2-phenylsulfinylacetate 
• 17277-58-6 methyl (phenylsulfanyl)acetate 
• 3559-73-7 phenyl 2,2-dichlorovinyl sulfone 
• 124-41-4 sodium methylate 
• 873-55-2 sodium benzenesulfonate 
• 96-34-4 methyl chloroacetate 
• 96-32-2 bromoacetic acid methyl ester 
• 7605-28-9 2-(phenylsulfonyl)acetonitrile 
• 1360789-21-4 2-(phenylsulfonyl)-1-(2,2,6,6-tetramethylpiperidin-1-yl)ethanone 
• 98-80-6 phenylboronic acid 
• 618-41-7 Benzenesulfinic acid 
• 105-39-5 chloroacetic acid ethyl ester 

Downstream Products

• 117972-14-2 methyl 2-allyl-2-(phenylsulfonyl)acetate 
• 67140-62-9 (E)-2-Benzenesulfonyl-deca-4,9-dienoic acid methyl ester 
• 57683-65-5 (2E,6E)-9-Benzenesulfonyl-3,7-dimethyl-9-(2-methyl-propenyl)-deca-2,6-dienedioic acid dimethyl ester 
• 57683-69-9 (2E,6E,10E)-13-Benzenesulfonyl-3,7,11-trimethyl-13-(2-methyl-propenyl)-tetradeca-2,6,10-trienedioic acid dimethyl ester 
• 70255-36-6 (E)-1'-acetoxy-2'-penten-5'-yl-3-benzenesulfonyl-3-carbomethoxy-propanoate 
• 86471-81-0 (E)-2-Benzenesulfonyl-6-hydroxy-6-phenyl-hex-4-enoic acid methyl ester 
• 86471-79-6 (E)-5,5-Bis-benzenesulfonyl-1-phenyl-pent-2-en-1-ol 
• 131001-83-7 Benzenesulfonyl-quinolin-2-yl-acetic acid methyl ester 
• 78081-27-3 ethyl 6-O-acetyl-2,3,4-trideoxy-2--α-D-hex-3-enopyranoside 
• 78081-22-8 ethyl 6-O-acetyl-2,3,4-trideoxy-4--α-D-hex-2-enopyranoside 
• 110210-33-8 phenyl sulfonyl-2 hexene-4 oate de methyle 
• 74866-34-5 2-Benzenesulfonyl-3-methyl-pent-4-enoic acid methyl ester 
• 133124-32-0 Phenylsulfonyle-2 heptene-6-oate de methyle 
• 80904-52-5 (17β-Hydroxy-3-oxo-4-androsten-6β-yl)(phenylsulfonyl)essigsaeure-methylester 

Relevant academic research and scientific papers

NOVEL PHENYLSULFONYL OXAZOLE DERIVATIVE AND USE THEREOF

The present invention relates to a novel phenylsulfonyl oxazole derivative and a use thereof and specifically, to a compound represented by Chemical Formula 1 in the present specification or a pharmaceutically acceptable salt thereof, and to a use thereof for prevention, treatment, or improvement of neurodegenerative disease.

Synthesis, characterization and antioxidant activity of bis (arylsulfonylmethyl/arylaminosulfonylmethylazolyl) pyridines

A new class of bis(arylsulfonylmethylazolyl)pyridines and bis(arylaminosulfonylmethyl-azolyl)pyridines were synthesized from the synthetic intermediates methyl arylsulfonylacetic acid hydrazide and methyl arylaminosulfonylacetic acid hydrazide adopting a green methodology-ultrasonication. All the synthesized compounds were resulted in higher yield and in shorter reaction times. The spectral parameters such as IR, 1H NMR, 13C NMR, mass and microanalyzes were used to determine the structures of all the synthesized compounds and were assayed for antioxidant activity. The bis(arylaminosulfonylmethylazolyl)pyridines showed higher radical scavenging activity than the bis(arylsulfonylmethylazolyl)pyridines. Besides, unsubstituted, and methyl substituted compounds exhibited greater activity. Among all the tested compounds 8b and 11b were identified as potential antioxidants.

Synthesis of Sulfones via Ru(II)-Catalyzed Sulfination of Boronic Acids

Ruthenium(II) complexes catalyze the insertion of sulfur dioxide into (het)aryl and alkenyl boronic acids. The transmetalation-sulfination process proceeds with DABSO in the presence of 5 mol % RuCl2(PPh3)3 in methanol at 100 °C. The intermediate sulfinate salt can be quenched with various electrophiles such as alkyl halides, epoxides, Michael acceptors, and λ3-iodanes in moderate to good yields. The reported sulfone synthesis can be performed either as a direct one-pot or one-pot two-step procedure depending on the reactivity of the electrophile.

AUTOPHAGY ENHANCER AND USE THEREOF

Provided are a compound of chemical formula 1 or 2 and a use thereof. The compound can be advantageously used in the prevention or treatment of metabolic diseases including type 2 diabetes, insulin resistance, or obesity, on the basis of a mechanism of autophagy activation through the promotion of lysosome production.

Discovery of 4-amino-3-arylsulfoquinolines, a novel non-acetylenic chemotype of metabotropic glutamate 5 (mGlu5) receptor negative allosteric modulators

Negative allosteric modulators of metabotropic glutamate receptor 5 (mGlu5) showed efficacy in a number of animal models of different CNS diseases including anxiety and depression. Virtually all of the compounds which reached the clinic belong to the same chemotype having an acetylenic linker that connects (hetero)cyclic moieties. Searching for new chemotypes we identified a morpholino-sulfoquinoline derivative (1) by screening our corporate compound deck. The HTS hit showed reasonable affinity and selectivity towards mGlu5 receptors, however, its inferior metabolic stability prevented its testing in?vivo. In a chemical program we aimed to improve the affinity, physicochemical properties and metabolic stability exploring three regions of the hit. Systematic variation of different amines at position 4 (region I) led to the identification of 4-methyl-piperidinyl analogues. Substituents of the quinoline core (region II) and the phenylsulfonyl moiety (region III) were mapped by parallel synthesis. Evaluation of both morpholino- and 4-methyl-piperidinyl-sulfoquinoline libraries of about 270 derivatives revealed beneficial substituent combinations in regions II and III. Blood levels of optimized 4-methyl-piperidinyl-sulfoquinolines, however, were still insufficient for robust in?vivo efficacy. Finally, introducing 4-hydoxymethyl-piperidinyl substituent to region I resulted in new sulfoquinolines with greatly improved solubility and reasonable affinity coupled with affordable metabolic stability. The most promising analogues (24 and 25) showed high blood levels and demonstrated significant efficacy in the experimental model of anxiety.

Application of sodium titanate nanotubes doped with vanadium (VNaTNT) as a heterogeneous catalyst for oxidation of sulfides at room temperature

A heterogeneous titanate nanotube (TNT) catalyst containing TiO2, Na, and V has been synthesized and used in the chemoselective oxidation of sulfides to the corresponding sulfoxides in the presence of 30% H2O2 in water. Some of the advantages of our method include excellent yields, heterogeneous conditions, simplicity, compatibility with a variety of functionalities, and ease of isolation of the products. Fourier transform infrared spectroscopy, X-ray diffraction, scanning electron microscopy, transmission electron microscopy, and N2 adsorption were used for structural and textural characterization of the catalyst (VNaTNT).

Imidazolium perrhenate ionic liquids as efficient catalysts for the selective oxidation of sulfides to sulfones

A series of imidazolium perrhenate ionic liquids (IPILs) have been synthesized and used as efficient catalysts for the oxidation of sulfides to sulfones with aqueous hydrogen peroxide under mild conditions. Various sulfones are obtained in good to excellent yields. IPILs are stable and can be reused at least ten times without detectable activity loss. Furthermore, this system provides a reasonably environmentally benign chemical process in terms of potential industrial application.

Nano-rod catalysts: Building MOF bottles (MIL-101 family as heterogeneous single-site catalysts) around vanadium oxide ships

Porous materials based on chromium (III) terephthalate metal organic frameworks (Cr-MIL(101)) and their new composites with vanadium oxide has emerged as a potential catalyst because of its high specific surface area, tunable pore size, and unique structure. The structural and textural characterization of V@MIL(101) were done using FTIR, X-ray diffraction, N 2 adsorption-desorption, and TEM. XRD and adsorption-desorption analysis shows that the mesostructure of MIL-101 remains intact after vanadium oxide modifications, while spectral technique show the successful immobilizing of the neat vanadium oxide inside the MIL-101 cavities. These new catalysts were found to be highly effective for selective oxidation of sulfides to sulfoxides and sulfones with H2O2 at room temperature and the 4.2% V@MIL(101) catalyst showed the highest activity. The PW12@MCF im heterogeneous system showed high catalytic oxidative activity in the treatment of commodity gasoline.

Switching pathways: Room-temperature neutral solvolysis and substitution of amides

Stick or twist: By introducing steric hindrance at the nitrogen atom, stable linear amides bearing an electron-withdrawing α-substituent (Z=Ar, PhSO2, P(O)(OR)2, CN, or CO2R) can be induced to undergo solvolysis and substitution reactions through an elimination-addition mechanism (see picture). Key to this process is a low barrier to rotation around the amide bond and the α-substituentZ. Copyright

Host (aluminum incorporated mesocellulous silica foam (Al-MCF))-guest (tungsten polyoxometalate) nanocomposite material: An efficient and reusable catalyst for selective oxidation of sulfides to sulfoxides and sulfones

A green, efficient and selective approach for the oxidation of sulfides to sulfoxides and sulfones with H2O2 at room temperature is reported. The reaction is performed in the presence of tungstophosphoric acid (PW12) supported on an aluminum incorporated mesocellulous silica foam (Al-MCF) (via both: the impregnation and encapsulation methods), as heterogeneous and reusable catalysts. The structural and textural characterizations of these catalysts were done using FTIR, X-ray diffraction, N2 adsorption-desorption and TEM.