5660-81-1

Usage

Uses

Used in Pharmaceutical Industry:
Cyclopentanemalonic acid is used as a key intermediate in the synthesis of various pharmaceuticals due to its versatile reactivity and structural features. It aids in the development of new drugs by providing a stable and functional scaffold for medicinal chemists to work with.
Used in Agrochemical Industry:
In the agrochemical industry, Cyclopentanemalonic acid is utilized as a precursor for the synthesis of agrochemicals, contributing to the development of effective and environmentally friendly pesticides and other agricultural products.
Used in Materials Science:
Cyclopentanemalonic acid is employed as a building block in materials science for the synthesis of novel polymers with unique properties. Its cyclic structure and reactivity allow for the creation of materials with enhanced performance characteristics, such as improved strength, flexibility, or thermal stability.
Used in Organic Chemistry:
As a versatile chemical compound, Cyclopentanemalonic acid is used in organic chemistry for the synthesis of a wide range of organic compounds. Its two carboxylic acid functional groups provide opportunities for various chemical reactions, enabling the production of complex molecules with diverse applications.

InChI:InChI=1/C8H12O4/c9-7(10)6(8(11)12)5-3-1-2-4-5/h5-6H,1-4H2,(H,9,10)(H,11,12)

Upstream product

• 61788-30-5 ethyl α-cyanocyclopentaneacetate 
• 120-92-3 cyclopentanone 
• 5407-83-0 ethyl 2-cyano-2-cyclopentylideneacetate 
• 1556-18-9 cyclopentyl iodide 
• 18928-91-1 diethyl 2-cyclopentylmalonate 
• 41589-42-8 2-cyclopentylidenemalonic acid diethyl ester 

Downstream Products

• 164472-98-4 benzyl-2-cyclopentyl acetate 
• 53389-30-3 bromo-cyclopentyl-acetic acid 
• 23033-65-0 2-cyclopentyl-1-phenylethan-1-one 
• 24188-99-6 2-cyclopentyl-1-(4-methoxyphenyl)ethan-1-one 
• 18322-54-8 ethyl cyclopentylacetate 
• 1122-99-2 2-cyclopentylacetyl chloride 
• 1123-00-8 2-cyclopentylacetic acid 

Relevant academic research and scientific papers

Synthesis of Cyclopentenones through Rhodium-Catalyzed C-H Annulation of Acrylic Acids with Formaldehyde and Malonates

An efficient rhodium-catalyzed protocol for the synthesis of cyclopentenones based on a three-component reaction of acrylic acids, formaldehyde, and malonates via vinylic C-H activation is reported. Exploratory studies showed that 5-alkylation of as-prepared cyclopentenones could be realized smoothly by the treatment of a variety of alkyl halides with a Na2CO3/MeOH solution. Excess formaldehyde and malonate led to a multicomponent reaction that afforded the multisubstituted cyclopentenones through a Michael addition.

Chiral compound, liquid crystal composition containing the chiral compound, optically anisotropic body, and liquid crystal display device

The invention discloses a chiral compound, a liquid crystal composition containing the chiral compound, an optical anisotropic body and a liquid crystal display device. The structural formula of the chiral compound is shown as the following formula I, and

Computational and experimental studies on copper-mediated selective cascade C-H/N-H annulation of electron-deficient acrylamide with arynes

An efficient and convenient copper-mediated method has been developed to achieve direct cascade C-H/N-H annulation to synthesize 2-quinolinones from electron-deficient acrylamides and arynes. This method highlights an emerging but simple strategy to transform inert C-H bonds into versatile functional groups in organic synthesis to provide a new method of synthesizing 2-quinolinones efficiently. Mechanistic investigations by experimental and density functional theory (DFT) studies suggest that an organometallic C-H activation via a Cu(iii) intermediate is likely to be involved in the reaction.

Electrochemistry-Enabled Ir-Catalyzed Vinylic C-H Functionalization

Synergistic use of electrochemistry and organometallic catalysis has emerged as a powerful tool for site-selective C-H functionalization, yet this type of transformation has thus far mainly been limited to arene C-H functionalization. Herein, we report the development of electrochemical vinylic C-H functionalization of acrylic acids with alkynes. In this reaction an iridium catalyst enables C-H/O-H functionalization for alkyne annulation, affording α-pyrones with good to excellent yields in an undivided cell. Preliminary mechanistic studies show that anodic oxidation is crucial for releasing the product and regeneration of an Ir(III) intermediate from a diene-Ir(I) complex, which is a coordinatively saturated, 18-electron complex. Importantly, common chemical oxidants such as Ag(I) or Cu(II) did not give significant amounts of the desired product in the absence of electrical current under otherwise identical conditions.

Bifunctional Iminophosphorane Catalyzed Enantioselective Sulfa-Michael Addition to Unactivated α-Substituted Acrylate Esters

The highly enantioselective sulfa-Michael addition of alkyl thiols to unactivated α-substituted acrylate esters catalyzed by a bifunctional iminophosphorane organocatalyst under mild conditions is described. The strong Br?nsted basicity of the iminophosphorane moiety of the catalyst provides the necessary activation of the alkyl thiol pro-nucleophile, while the two tert-leucine residues flanking a central thiourea hydrogen-bond donor facilitate high enantiofacial selectivity in the protonation of the transient enolate intermediate. The reaction is broad in scope with respect to the alkyl thiol, the ester moiety, and the α-substituent of the α,β-unsaturated ester, affords sulfa-Michael adducts in excellent yields (up to >99%) and enantioselectivities (up to 96% ee), and is amenable to decagram scale-up using catalyst loadings as low as 0.05 mol %.

N-SULFONYLPIPERIDINES AS METALLOPROTEINASE INHIBITORS (TACE)

Compounds of formula (1), wherein Z is -CONR15OH or -N(OH)CHO and X is -(CR9R10)t-Q-(CR11R12)u- (where t and u are independently 0 or 1 with the proviso that t and u cannot both be 0);are inhibitors o

SULPHONYLPIPERIDINE DERIVATIVES CONTAINING AN ARYL OR HETEROARYL GROUP FOR USE AS MATRIX METALLOPROTEINASE INHIBITORS

A compound of formula (1), wherein B is an ortho substituted monocyclic aryl or heteroaryl group or a bicyclic aryl or heteroaryl group; useful in the inhibition of one or more metalloproteinases, and in particular TACE.