10154-76-4

Usage

Uses

Used in Organic Synthesis:
3-(TOLUENE-4-SULFONYL)-PROPIONIC ACID is used as a reagent for its ability to react with various functional groups, facilitating the creation of new molecules in organic synthesis.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 3-(TOLUENE-4-SULFONYL)-PROPIONIC ACID is used as a building block for the development of new drugs, leveraging its reactivity to form complex molecular structures with potential therapeutic effects.
Used in Dyes and Materials Science:
3-(TOLUENE-4-SULFONYL)-PROPIONIC ACID is used as a key intermediate in the synthesis of dyes and materials, contributing to the development of novel compounds with specific properties for various applications.
Used in Anti-inflammatory Research:
3-(TOLUENE-4-SULFONYL)-PROPIONIC ACID is studied as a potential anti-inflammatory agent, with research focusing on its biological and medicinal properties to manage inflammation-related conditions.
Overall, 3-(TOLUENE-4-SULFONYL)-PROPIONIC ACID's diverse applications highlight its importance in the fields of chemistry and biology, making it a significant compound for both scientific exploration and practical industrial use.

InChI:InChI=1/C10H12O4S/c1-8-2-4-9(5-3-8)15(13,14)7-6-10(11)12/h2-5H,6-7H2,1H3,(H,11,12)/p-1

Upstream product

• 141-76-4 3-iodopropanoic acid 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 536-57-2 p-toluene sulfinic acid 
• 110-16-7 maleic acid 
• 110-17-8 (2E)-but-2-enedioic acid 
• 79-10-7 acrylic acid 
• 111057-61-5 3-(toluene-4-sulfinyl)-propionic acid 
• 108129-97-1 <2-Carboxy-aethyl>--sulfoxid 
• 7732-18-5 water 
• 408341-37-7 1,6-bis-p-tolylsulfanyl-hex-3-yne 
• 67-64-1 acetone 
• 106-45-6 para-thiocresol 
• 1576-35-8 toluene-4-sulfonic acid hydrazide 
• 5331-06-6 3-[(4-methylphenyl)sulfanyl]propanenitrile 

Downstream Products

• 155377-32-5 (E)-6-Phenyl-3-tosyl-5-hexenoic acid 
• 143766-52-3 3-Tosyl-3-(trimethylsilyl)propanoic acid 
• 104398-01-8 3-(p-tolylsulfonyl)butanoic acid 
• 143766-51-2 3-Deuterio-3-tosylpropanoic acid 
• 167902-87-6 4-(Toluene-4-sulfonyl)-1-oxa-spiro[4.5]decan-2-one 
• 124455-45-4 4-Oxo-4-phenyl-3-tosylbutanoic acid 
• 146174-57-4 5-t-butyl-2-oxo-4-(4-tolylsulfonyl)tetrahydrofuran 
• 146174-55-2 5-isopropyl-2-oxo-4-(4-tolylsulfonyl)tetrahydrofuran 
• 143766-57-8 5-Methyl-4-oxo-3-tosylhexanoic acid 
• 143766-56-7 4-Oxo-3-tosylheptanoic acid 
• 214772-85-7 6-Benzyloxy-4-(toluene-4-sulfonyl)-1-oxa-spiro[4.5]decan-2-one 
• 1027734-48-0 5-Ethyl-4-methyl-5-phenyl-4-(toluene-4-sulfonyl)-dihydro-furan-2-one 

Relevant academic research and scientific papers

Water-Promoted Michael Addition Reaction of Sulfonyl Hydrazides and α, β-Unsaturated Propionic Acids to 3-Sulfone Propionic Acids

A water-promoted synthesis methodology for constructing 3-sulfone propionic acids from sulfonyl hydrazides and α, β-unsaturated propionic acids with excellent yields were reported. The green synthesis methodology was promoted by water without any catalyst, ligand and organic solvent. The D2O control experiment sufficiently proved that the 2-hydrogen atom of 3-sulfone propionic acid come from water. Moreover, the 3-sulfone propionic acid derivates could be directly purified by crystallization without column chromatography.

Synthesis method of 3-sulfonyl propionic acid compound

The invention discloses a synthesis method of a 3-sulfonyl propionic acid compound. The method comprises the following steps: performing reaction by taking substituent sulfonhydrazide and alpha, beta-unsaturated carboxylic acid compounds as raw materials and water as a solvent to produce 3-sulfonyl propionic acid, and performing simple separation after the reaction to obtain the 3-sulfonyl propionic acid. According to the method, the 3-sulfonyl propionic acid can be obtained through one-step reaction, the solvent is environmentally-friendly and the yield is high. The propionic acid compound obtained by one-step direct synthesis is an important medical intermediate, a new method for synthesizing sulfonyl substituent carboxylic acid compound is provided for the field of chemical synthesis.

A structure-taste study of arylsulfonyl(cyclo)alkanecarboxylic acids

A number of sweeteners contain a sulfonyl group. In our current search for new glucophores several new compounds containing such group were obtained. A series of novel 1-phenylsulfonylcyklohexanecarboxylic acids and 2-arylsulfonylalkanecarboxylic acids was obtained and evaluated for their sweet taste quality. It has been found that methyl substituents are of the key importance for the activity of these compounds.

Lithium 3-Lithio-3-tosylalkanoates: β-Acylvinyl Anion Equivalents of β-Lithiated α,β-Unsaturated Carboxylic Acids

The dilithiation of β-tosylated propanoic, 2-methylpropanoic, and butanoic acid 10 with n-butyllithium at -78 deg C leads to the corresponding lithium 3-lithio-3-tosylalkanoates 11.They react with different electrophilic reagents (deuterium oxide, iodine, trimethylchlorosilane, alkyl halides, and acyl chlorides) to give the corresponding 3-substituted tosylated alkanoic acids 12.When carbonyl compounds are allowed to react with intermediates 11 followed by in situ lactonization with trifluoroacetic anhydride and base-promoted elimination α,β-butenolides are obtained.This methodology is applied to the direct synthesis of the rosefuran lactone precursor 14cg, the O-benzyl derivative of (+/-)-umbelactone (14ch), and (+/-)-andirolactone (14ci).The alkylation and acylation reactions of organolithium compounds 11 followed by esterification with hydrogen chloride in methanol and treatment with 1,8-diazabicycloundec-7-ene (DBU) afford α,β- and/or β,γ-unsaturated esters 17 and/or 18 and unsaturated 4-keto esters 19, respectively.The last methodology has been applied to the synthesis of the unsaturated 4-keto ester 19ae precursor of the seco acid of (+/-)-pyrenophorin (22).

Lithium 3-lithio-3-tosylpropanoate: A useful α-tosylated homoenolate anion

Lithium 3-lithio-3-tosylpropanoate prepared by dilithiation of 3-tosylpropanoic acid with n-butyllithium at -78°C, reacts with different electrophiles yielding the expected 3-functionalized tosylated propanoic acids. When carbonyl compounds are used as electrophiles the corresponding α,β-butenolides are prepared directly.

MODERN FRIEDEL-CRAFTS CHEMISTRY. XI. CYCLIZATION OF ARYL HALOALKYL SULFONES, ARYLSULFONYLACYL CHLORIDES AND THEIR CORRESPONDING SULFIDES

The sulfone group deactivation for cyclialkylation and cycliacylation reactions in the presence of Friedel-Crafts catalysts was demonstrated in a number of aryl chloroalkylsulfones (1-8) and arylsulfonylacyl chlorides (17a-22a), respectively.As expected, the corresponding arylchloroalkyl sulfides (9-16) and arylmercaptoacyl chlorides (13a-28a) underwent ring-closure reaction in most cases under the same conditions.The ease of cyclization was governed by the ring size, the stability of the attacking carbocation and the nucleophilicity of the aryl moiety.Also, the behaviour of benzyl sulfones (29, 31a, and 32a) and sulfides (33, 34a and 36a) was inconsistent.Noteworthy, the Friedel-Crafts cyclization reaction is thus considered an accessible method for the synthesis of compounds 37-41 and 45, 51.