21037-34-3

Usage

Uses

Used in Organic Synthesis:
(R,R)-(-)-2,3-DIPHENYLSUCCINIC ACID is used as a reagent in organic synthesis for its potential applications in the creation of various chemical compounds and intermediates. Its unique structure and bioactivity make it a valuable component in the synthesis of complex molecules.
Safety and Precautions:
In the handling and storage of (R,R)-(-)-2,3-DIPHENYLSUCCINIC ACID, it is important to consider its risk and safety statements. It may cause eye, skin, and respiratory irritation, so appropriate protective measures should be taken. Additionally, it should be kept away from open flames, hot surfaces, and direct sunlight to prevent any potential hazards.

InChI:InChI=1/C16H14O4/c17-15(18)13(11-7-3-1-4-8-11)14(16(19)20)12-9-5-2-6-10-12/h1-10,13-14H,(H,17,18)(H,19,20)/t13-,14-/m0/s1

Upstream product

• 4870-65-9 2-bromophenylacetic acid 
• 103-30-0 (E)-1,2-diphenyl-ethene 
• 60-29-7 diethyl ether 
• 87338-61-2 bibenzyl-α,α'-diyl dipotassium 
• 15719-64-9 methylammonium carbonate 
• 3059-23-2 dl-Diethyl 2,3-diphenylsuccinate 
• 141-52-6 sodium ethanolate 
• 64-17-5 ethanol 
• 3059-23-2 diethyl meso-α,α'-diphenylsuccinate 
• 5798-79-8 bromo-phenyl-acetonitrile 
• 5424-86-2 2,3-diphenylsuccinonitrile 
• 4755-72-0 Chloro-phenyl-acetic acid 
• 13638-89-6 meso-diethyl 2,3-diphenylsuccinate 
• 920-39-8 isopropylmagnesium bromide 

Downstream Products

• 19020-59-8 dimethyl α,α'-diphenylsuccinate 
• 25169-81-7 meso-2,3-diphenylsuccinic acid dimethyl ester 
• 874504-98-0 3,4-diphenyl-1-propyl-pyrrolidine-2,5-dione 
• 20714-91-4 meso-2,3-diphenyl-succinic acid monoethyl ester 
• 102663-44-5 1-(1-methyl-pentyl)-3,4-diphenyl-pyrrolidine-2,5-dione 
• 4808-48-4 2,3-diphenylmaleic anhydride 
• 6583-62-6 (2R,3S)-2,3-diphenylbutane-1,4-diol 
• 129320-23-6 meso-2.3-diphenyl-succinic acid-dichloride 
• 3059-23-2 dl-Diethyl 2,3-diphenylsuccinate 
• 75693-06-0 1-isopropyl-3,4-diphenyl-pyrrolidine-2,5-dione 
• 129320-24-7 meso-2,3-diphenyl-succinic acid bis-(2-diethylamino-ethyl ester) 
• 875236-29-6 1-allyl-3,4-diphenyl-pyrrolidine-2,5-dione 
• 75693-05-9 1-methyl-3,4-diphenyl-pyrrolidine-2,5-dione 
• 102594-38-7 1-benzyl-3,4-diphenyl-pyrrolidine-2,5-dione 

Relevant academic research and scientific papers

Efficient electrochemical dicarboxylation of phenyl-substituted alkenes: Synthesis of 1-phenylalkane-1,2-dicarboxylic acids

Electrochemical dicarboxylation of phenyl-substituted alkenes in the presence of atmospheric pressure of carbon dioxide with a platinum plate cathode and a magnesium rod anode readily took place efficiently in a DMF solution containing 0.1 M Et4NClO4 to give the corresponding 1,2-dicarboxylic acids in high yields.

Convenient synthetic methods to C2 symmetric 3,4-diphenylpyrrolidines

Convenient methods of synthesis of racemic and optically pure 3,4- diphenylpyrrolidine derivatives, involving oxidative coupling of ethyl phenylacetate using TiCl4/Et3N and reduction of the dl-2,3-diphenylsuccinic acid or the corresponding cyclic imide with NaBH4/I2 reagent in crucial steps, are described.

Dependence of the reactivities of titanium enolates on how they are generated: Diastereoselective coupling of phenylacetic acid esters using titanium tetrachloride

Oxidative coupling of phenylacetic acid esters was easily achieved by treating the esters with TiCl4 and then adding Et3N to the resulting solution. The products consisted of dl- and meso-2,3-diphenylsuccinic acid esters with the Claisen condensation product, and the ratio of these products depended on the reaction conditions. Reaction conditions suitable for high dl selectivity were determined, and a dimer of titanium enolate was postulated as an intermediate responsible for the high dl selectivity. The selectivities were compared with those in known oxidative couplings in which titanium enolate intermediates are prepared through lithium enolates and silyl enol ethers. The results suggest that the reactivities of titanium enolates intermediates depend on how they are generated.

Influence of β-arranged substituents in chiral seven-membered rhodium diphosphine rings on asymmetric hydrogenation of amino acid precursors

Investigations concerning the optical induction in asymmetric hydrogenation reactions confirm the stereochemical control function of mono- and di-substituents in seven-membered chelate ring diphosphines, whereby the bulkiness of substituents in the backbone of the ligands is reflected in higher enantioselectivities.

NEW STEREOSELECTIVE METHOD FOR HYDROCARBON CHAIN CONSTRUCTION. CONVERSION OF N,N'-DIALKYL-N,N'-DIACYLHYDRAZINES TO DERIVATIVES OF THREO-1,2-DICARBOXYLIC ACIDS

N,N'-Dialkyl-N,N'-diacylhydrazines are converted by the action of strong bases into N,N'-dialkylamides of threo-1,2-dicarboxylic acids.

Direct Optical Resolution of Carboxylic Acids by Chyral HPLC on Tris(3,5-dimethylphenylcarbamate)s of Cellulose and Amylose

A variety of racemic carboxylic acids have been for the first time directly resolved by normal-phase, high-performance liquid chromatography using a hexane-2-propanol eluting system containing a small amount (ca. 1percent) of a strong carboxylic acid, like formic acid, trichloroacetic acid, and trifluoroacetic acid.

Reaction of Dilithiated Carboxylic Acids with Iodine: Evidence for the Formation of a Radical Anion Intermediate

The mechanism for oxidative dimerization of carboxylic acid dianions involves single electron transfer to iodine, producing an organic anion radical.Rearrangement of this species was observed with suitable substrates at a rate competitive with intermolecular reactions.The radical anion can dimerize or react with iodine.The iodide thus generated can be isolated (reaction with excess of iodine) or can participate in a polar SN2-type reaction sequence leading to dimeric products (reaction with 1/2 equiv of iodine).The interference by free amines (liberated during the metalation with lithium amides) is rationalized by the formation of a charge-transfer complex with iodine which decomposes, liberating protons.