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Usage

Uses

Used in Pharmaceutical Industry:
4-p-toluoylbutyric acid is used as a key intermediate in the synthesis of various pharmaceutical compounds. Its unique structure allows it to be a versatile building block for the development of new drugs with potential therapeutic applications.
Used in Chemical Synthesis:
In the field of organic chemistry, 4-p-toluoylbutyric acid serves as a valuable reagent for the synthesis of a wide range of organic compounds. Its ability to participate in various chemical reactions makes it a useful component in the creation of new molecules with specific properties.
Used in Research and Development:
4-p-toluoylbutyric acid is utilized in research laboratories for the study of organic reactions and the development of new synthetic methods. Its unique structure and reactivity make it an interesting subject for scientific investigation and the advancement of chemical knowledge.
Used in Material Science:
4-p-toluoylbutyric acid has potential applications in the development of new materials, such as polymers and coatings, due to its chemical properties. Its ability to interact with other molecules and form stable structures can contribute to the creation of innovative materials with specific characteristics.
Used in Anti-inflammatory Applications:
As a reagent, 4-p-toluoylbutyric acid is used in the synthesis of thioxotetrahydropyrimidinyl propanoic acid derivatives, which possess anti-inflammatory activities. This makes it a valuable component in the development of new treatments for inflammatory conditions.

InChI:InChI=1/C12H14O3/c1-9-5-7-10(8-6-9)11(13)3-2-4-12(14)15/h5-8H,2-4H2,1H3,(H,14,15)

Upstream product

• 827-56-5 1-(4-tolyl)cyclopentene 
• 88636-41-3 5-oxo-5-(p-tolyl)pentanenitrile 
• 108-55-4 glutaric anhydride, 
• 108-88-3 toluene 
• 7446-70-0 aluminium trichloride 
• 630-20-6 1,1,1,2-tetrachoroethane 
• 78195-97-8 1-(p-tolyl)cyclopentan-1-ol 
• 120-92-3 cyclopentanone 
• 4294-57-9 para-methylphenylmagnesium bromide 
• 122-00-9 para-methylacetophenone 
• 5205-39-0 ethyl glutaroyl chloride 
• 42482-94-0 ethyl 5-(4-methylphenyl)-5-oxopentanoate 

Downstream Products

• 4118-50-7 3,4-dihydro-6-p-tolylpyran-2-one 
• 35333-06-3 5-semicarbazono-5-p-tolyl-valeric acid 
• 91720-96-6 4-bromo-5-oxo-5-p-tolyl-valeric acid 
• 102769-21-1 5-Oxo-5-p-tolyl-pentanoyl chloride 
• 777-93-5 5-(p-tolyl)pentanoic acid 
• 420119-86-4 (+/-)-5-(4-methylphenylcarbonyl)dihydrofuran-2(3H)-one 
• 1242183-70-5 3-(4-(furan-2-yl)-2-thioxo-6-p-tolyl-1,2,3,4-tetrahydropyrimidin-5-yl)propanoic acid 
• 1242183-69-2 3-(2-thioxo-6-p-tolyl-4-(3,4,5-trimethoxyphenyl)-1,2,3,4-tetrahydropyrimidin-5-yl)propanoic acid 
• 1242183-66-9 3-(4-(4-hydroxy-3-methoxyphenyl)-2-thioxo-6-p-tolyl-1,2,3,4-tetrahydropyrimidin-5-yl)propanoic acid 
• 1017209-81-2 C₁₂H₁₆O₃ 
• 1312589-93-7 C₁₄H₁₈O₃ 
• 1312589-94-8 C₁₃H₁₅NO 
• 1312589-98-2 C₁₃H₁₅NO 
• 1312589-97-1 C₁₃H₁₅NO 

Relevant academic research and scientific papers

Method for synthesizing 4-(4-fluorobenzoyl) butyric acid and analogues thereof in continuous flow microreactor

The invention relates to a method for synthesizing 4-(4-fluorobenzoyl) butyric acid and analogues thereof in a continuous flow microreactor, which comprises the following steps: (1) uniformly mixing a compound 1 and a compound 2 to obtain a homogeneous phase solution A; (2) uniformly mixing aluminum trichloride, a compound 1 and an organic solvent to obtain a homogeneous phase solution B; (3) diluting concentrated hydrochloric acid with water to prepare a solution C; and (4) transferring the homogeneous phase solution A and the homogeneous phase solution B into a first micro-reaction module for a Friedel-Crafts acylation reaction, after the reaction is finished, transferring the obtained reaction solution and the solution C into a second micro-reaction module for quenching reaction, and then performing liquid separation, washing and vacuum concentration to obtain a target compound 3; wherein the specific synthesis route is as follows. By adopting the method disclosed by the invention, the target product can be continuously and rapidly synthesized, aluminum trichloride is not needed for treatment, the reaction condition is mild, the reaction time is short, and the yield is high and reaches 90% or above.

Iridium-Catalyzed Asymmetric Hydrogenation of ?- A nd ?-Ketoacids for Enantioselective Synthesis of ?- A nd ?-Lactones

A highly efficient asymmetric hydrogenation of ?- A nd ?-ketoacids was developed by using a chiral spiro iridium catalyst (S)-1a, affording the optically active ?- A nd ?-hydroxy acids/lactones in high yields with excellent enantioselectivities (up to >99% ee) and turnover numbers (TON up to 100000). This protocol provides an efficient and practical method for enantioselective synthesis of Ezetimibe.

Direct Synthesis of Chiral NH Lactams via Ru-Catalyzed Asymmetric Reductive Amination/Cyclization Cascade of Keto Acids/Esters

Lactams with a stereogenic center adjacent to the N atom have existed in many medicinal agents and bioactive alkaloids. Herein we report a broadly applicable synthesis of enantioenriched NH lactams through a one-pot asymmetric reductive amination/cyclization sequence of easily available keto acids/esters. Such cascade processes alleviate the demand for protecting group manipulations as well as intermediate purification. This strategy is capable of constructing enantioenriched lactams and benzo-lactams of a five-, six-, or seven-membered ring in generally high yield and with excellent enantioselectivities (up to 97% ee). Scalable and concise syntheses of key drug intermediates have further displayed the importance of this methodology.

Asymmetric hydrogenation reaction γ - or δ - ketonato compound (by machine translation)

The invention relates to the field, of organic chemistry, specifically γ - or δ - keto acid compound asymmetric hydrogenation reaction, reaction formula as follows : Wherein R is H,C. 1 - C6 An alkyl or halogen, is R 1 - 5 in number of substituents . wherein n is 1 or 2;Cat. is a chiral spiro pyrimidyl phosphine ligand iridium complex . and γ - or δ - keto acid compound is subjected to an internal esterification reaction to further prepare a lactone compound. (by machine translation)

Aryl Boronic Acid Catalysed Dehydrative Substitution of Benzylic Alcohols for C?O Bond Formation

A combination of pentafluorophenylboronic acid and oxalic acid catalyses the dehydrative substitution of benzylic alcohols with a second alcohol to form new C?O bonds. This method has been applied to the intermolecular substitution of benzylic alcohols to form symmetrical ethers, intramolecular cyclisations of diols to form aryl-substituted tetrahydrofuran and tetrahydropyran derivatives, and intermolecular crossed-etherification reactions between two different alcohols. Mechanistic control experiments have identified a potential catalytic intermediate formed between the aryl boronic acid and oxalic acid.

Cooperative iodine and photoredox catalysis for direct oxidative lactonization of carboxylic acids

A new method for the formation of γ- and δ-lactones from carboxylic acids through direct conversion of benzylic C-H to C-O bonds is described. The reaction is conveniently induced by visible light and relies on a mild cooperative catalysis by the combination of molecular iodine and an organic dye.

Combined Photoredox/Enzymatic C?H Benzylic Hydroxylations

Chemical transformations that install heteroatoms into C?H bonds are of significant interest because they streamline the construction of value-added small molecules. Direct C?H oxyfunctionalization, or the one step conversion of a C?H bond to a C?O bond, could be a highly enabling transformation due to the prevalence of the resulting enantioenriched alcohols in pharmaceuticals and natural products,. Here we report a single-flask photoredox/enzymatic process for direct C?H hydroxylation that proceeds with broad reactivity, chemoselectivity and enantioselectivity. This unified strategy advances general photoredox and enzymatic catalysis synergy and enables chemoenzymatic processes for powerful and selective oxidative transformations.

Iridium/f-Amphol-catalyzed Efficient Asymmetric Hydrogenation of Benzo-fused Cyclic Ketones

Iridium/f-Amphol-catalyzed asymmetric hydrogenation of various benzo-fused five to seven-membered cyclic ketones was successfully developed, affording a series of chiral benzo-fused cyclic alcohols with excellent results (75%–99% yields, 93%–>99% ee, and TON up to 297 000). The enantioenriched products can be employed as key intermediates or motifs for the synthesis of some important biologically active compounds, such as rasagiline mesylate TVP-1012 used for the treatment of Parkinson's disease, the enantiomer of anticonvulsant drug eslicarbazepine acetate (BIA 2-093). (Figure presented.).

Visible-Light-Promoted Metal-Free Aerobic Oxidation of Primary Amines to Acids and Lactones

A unique metal-free aerobic oxidation of primary amines via visible light photocatalytic double carbon–carbon bonds cleavage and multi carbon–hydrogen bonds oxidation was observed. Aerobic oxidation of primary amines could be controlled to afford acids by using dioxane with 18 W CFL, and lactones by using DMF with 8 W green LEDs, respectively. A plausible mechanism was proposed based on control experiments. This observation showed direct evidences for the fragmentation in the aerobic oxidation of aliphatic primary amines.

Ru-catalyzed asymmetric hydrogenation of δ-keto Weinreb amides: Enantioselective synthesis of (+)-Centrolobine

An efficient asymmetric hydrogenation of δ-keto Weinreb amides catalyzed by a Ru-Xyl-SunPhos-Daipen bifunctional catalyst has been achieved. This method afforded a series of enantio-enriched δ-hydroxy Weinreb amides in good yields (up to 93%) and enantioselectivities (up to 99%). This protocol was successfully applied to the synthesis of the key intermediate of (+)-Centrolobine.