34202-45-4

Usage

Uses

Used in Organic Synthesis:
(1R,2R)-1,2-Cyclopropanedicarboxylic acid is used as a building block in organic synthesis for the preparation of complex molecules due to its unique structure and reactivity.
Used in Pharmaceutical Industry:
(1R,2R)-1,2-Cyclopropanedicarboxylic acid is used as a potential building block for the development of chiral catalysts or other chiral compounds of interest for pharmaceutical applications.
Used in Agrochemical Industry:
(1R,2R)-1,2-Cyclopropanedicarboxylic acid is used as a potential building block for the development of chiral compounds of interest for agrochemical applications.

Upstream product

• 2183-87-1 rac-(1R,2S)-2-ethenylcyclopropane-1-carboxylic acid 
• 92691-29-7 fumaric acid di(-)menthyl ester 
• 74-95-3 1,1-dibromomethane 
• 78392-58-2 (+)-dibornyl fumarate 
• 5617-74-3 cis-1,2-cyclopropanedicarboxylic acid anhydride 
• 889461-58-9 diethyl (-)-(1R,2R)-1,2-cyclopropanedicarboxylate 
• 155795-36-1 (1R,2S)-2-(1-methylethoxycarbonyl)-1-cyclopropanecarboxylic acid 

Downstream Products

• 1026893-51-5 2-(4-{(S)-2-[((1R,2R)-2-Carboxy-cyclopropanecarbonyl)-amino]-2-pentylcarbamoyl-ethyl}-phenoxy)-malonic acid dibenzyl ester 
• 52745-75-2 (-)-(1R,3R)-1,3-bis(hydroxymethyl)cyclopropane 

Relevant academic research and scientific papers

Cyclopropane derivatives as potential human serine racemase inhibitors: Unveiling novel insights into a difficult target

d-Serine is the co-agonist of NMDA receptors and binds to the so-called glycine site. d-Serine is synthesized by human serine racemase (SR). Over activation of NMDA receptors is involved in many neurodegenerative diseases and, therefore, the inhibition of SR might represent a novel strategy for the treatment of these pathologies. SR is a very difficult target, with only few compounds so far identified exhibiting weak inhibitory activity. This study was aimed at the identification of novel SR inhibitor by mimicking malonic acid, the best-known SR inhibitor, with a cyclopropane scaffold. We developed, synthesized, and tested a series of cyclopropane dicarboxylic acid derivatives, complementing the synthetic effort with molecular docking. We identified few compounds that bind SR in high micromolar range with a lack of significant correlation between experimental and predicted binding affinities. The thorough analysis of the results can be exploited for the development of more potent SR inhibitors.

Cyclopropane-1,2-dicarboxylic acids as new tools for the biophysical investigation of O-acetylserine sulfhydrylases by fluorimetric methods and saturation transfer difference (STD) NMR

Cysteine is a building block for many biomolecules that are crucial for living organisms. O-Acetylserine sulfhydrylase (OASS), present in bacteria and plants but absent in mammals, catalyzes the last step of cysteine biosynthesis. This enzyme has been dee

Highly stereoselective cyclopropanation of α,β-unsaturated carbonyl compounds with methyl (diazoacetoxy)acetate catalyzed by a chiral ruthenium(II) complex

Tantalizing triangles: The title reaction gives bicarbonyl cyclopropane products that can lead to versatile intermediates with high yields and stereoselectivities. This system was also applied to the enantioselective total synthesis of spiro cyclopropane oxindole, an HIV-1 nonnucleoside reverse transcriptase inhibitor. Copyright

Synthesis of optically active monothioimides with chirality due to sulphur substitution

Two optically active bicyclic monothioimides were prepared via chiral derivatives of cis-1,2-cyclopropanedicarboxylic and cis-1,3-cyclopentanedicarboxylic acids and their absolute configurations were assigned.

ASYMMETRIC CYCLOPROPANATION OF FUMARATES WITH METHYLENE BROMIDE CATALYZED BY COBALT OR NICKEL COMPLEXES

Highly optically active trans-1,2-cyclopropanedicarboxylic acid derivatives were prepared from chiral fumarates and methylene bromide catalyzed by cobalt(0) or nickel(0) complexes.

Stereoselective Synthesis of Optically Active Dictyopterenes A and B and Their Geometrical Isomers

Optically active dictyopterenes A and B and their geometrical isomers were stereoselectively synthesized by condensation of acrolein with carboethoxymethyl dimethylsulfonium bromide and by the Wittig reaction between (+)-2-vinylcyclopropylcarbaldehyde, which was derived from partially resolved (+)-(1S,2R)-2-vinylcyclopropanecarboxylic acid, and phosphonium salts in liquid-solid two-phase systems using crown ethers.