4683-50-5

Usage

Uses

Used in Organic Synthesis:
3-Methoxy-2-cyclopenten-1-one is used as a starting material for the synthesis of various organic compounds, such as 3-cyclopentyl-2-cyclopenten-1-one, 3-alkyl-2-aryl-2-cyclopenten-1-one oxime derivatives, and kjellmanianone, an antibiotic. Its unique structure and reactivity make it a valuable component in the development of new chemical entities.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 3-Methoxy-2-cyclopenten-1-one is used as a reagent in the synthesis of 3-aryl enones, which are important intermediates in the development of various drugs. These compounds have potential applications in the treatment of various diseases, including cancer and infectious diseases.
Used in Chemical Research:
3-Methoxy-2-cyclopenten-1-one is also used in the preparation of 1:1 diastereomeric mixture of TBS (tert-butyldimethylsilyl)-protected enones. This application is crucial for studying the stereochemistry of reactions and developing new synthetic methods in organic chemistry.
Overall, 3-Methoxy-2-cyclopenten-1-one is a versatile compound with a wide range of applications in organic synthesis, pharmaceutical industry, and chemical research. Its unique structure and reactivity make it an essential component in the development of new chemical entities and synthetic methods.

InChI:InChI=1/C6H8O2/c1-8-6-3-2-5(7)4-6/h4H,2-3H2,1H3

Upstream product

• 186581-53-3 diazomethane 
• 3859-41-4 1,3-cyclopentadione 
• 67-56-1 methanol 
• 53102-14-0 3-chlorocyclopent-2-en-1-one 
• 14630-40-1 Bis(trimethylsilyl)ethyne 
• 930-60-9 maleic anhydride 
• 77-78-1 dimethyl sulfate 
• 542-92-7 cyclopenta-1,3-diene 
• 74-88-4 methyl iodide 

Downstream Products

• 141693-19-8 methyl (+/-)-4-methoxy-2-oxo-3-cyclopentene-1-carboxylate 
• 849697-79-6 3-(3-oxocyclopent-1-enyl)-benzonitrile 
• 849697-73-0 4-(3-oxocyclopent-1-enyl)-benzonitrile 
• 885323-01-3 3-(3-bromo-phenyl)-cyclopent-2-enone 
• 104804-92-4 3-(2-phenylethyl)-2-cyclopentenone 
• 849697-80-9 3-(3-hydroxycyclopent-1-enyl)benzonitrile 
• 1064712-14-6 3-[3-(2-pyrrolidin-1-yl-ethylamino)-cyclopent-1-enyl]-benzonitrile 
• 6621-70-1 methyl ether of γ-tropolone 
• 114673-90-4 (3aS,8S,8aS,8bR)-8-Hydroxy-2-phenyl-4,6,7,8,8a,8b-hexahydro-3aH-cyclopenta[e]isoindole-1,3-dione 
• 114615-13-3 (3aS,8S,8aS,8bR)-8-Methoxy-2-phenyl-4,6,7,8,8a,8b-hexahydro-3aH-cyclopenta[e]isoindole-1,3-dione 
• 114615-12-2 (3aS,8R,8aS,8bR)-8-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-4,6,7,8,8a,8b-hexahydro-3aH-cyclopenta[e]isoindole-1,3-dione 
• 114673-91-5 (3aS,8S,8aS,8bR)-8-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-4,6,7,8,8a,8b-hexahydro-3aH-cyclopenta[e]isoindole-1,3-dione 

Relevant academic research and scientific papers

Catalyst-controlled regiodivergent vinylogous aza-Morita–Baylis–Hillman reactions

Regiodivergent vinylogous aza-Morita–Baylis–Hillman reactions of 3-vinylcyclopent-2-en-1-one 1 were developed in a catalyst-controlled manner. While treatment of 1 with N-tosylarylaldimines 2 in the presence of DABCO gave the α-adducts as the sole regiois

The discovery of a novel route to highly substituted -tropolones enables expedient entry to the core of the gukulenins

A simple and general method for the synthesis of highly substituted α-tropolone ethers that allows rapid access to the bis(tropolone) core of the antiproliferative metabolites (-)-gukulenins A and F (3, 4) is described. The reaction proceeds by thermolyti

Ionic liquid supported on magnetic nanoparticles as highly efficient and recyclable catalyst for the synthesis of β-keto enol ethers

A magnetically ionic liquid supported on γ-Fe2O 3 nanocatalyst (AlxCly-IL-SiO 2γ-Fe2O3) was synthesized and evaluated as a recoverable catalyst for the synthesis of β-keto enol ethers. The immobilized catalyst proved to be effective and provided the products in high to excellent yield at room temperature. Moreover, the catalyst could be easily recovered by magnetic separation and recycled for six times without significant loss of its catalytic activity.

ANTI-VIRAL COMPOUNDS

Compounds effective in inhibiting replication of Hepatitis C virus ("HCV") are described. This invention also relates to processes of making such compounds, compositions comprising such compounds, and methods of using such compounds to treat HCV infection.

Asymmetric synthesis of O-protected acyloins using enoate reductases: Stereochemical control through protecting group modification

O-Protected cyclic acyloins were obtained in nonracemic form through asymmetric bioreduction of α,β-unsaturated alkoxy ketones by using 11 different enoate reductases from the "Old Yellow Enzyme" family. The stereochemical outcome of the biotransformation could be switched by variation of the O-protecting group or by the ring size of the substrate, which allows access to both stereoisomers in up to >97 % ee Whereas α-alkoxy enones were readily accepted as substrates, β-analogs were not converted. Overall, α-alkoxy enones represent a novel type of substrate for flavin-dependent ene-reductases. Copyright

Synthetic studies toward sordarin: Building blocks for the terpenoid core and for analogues thereof

Avenues to bi- and tricyclic building blocks for the elaboration of sordaricin and its analogues are described. The target molecules were obtained through inter- and intramolecular Diels-Alder reactions of a number of previously unknown cyclopentadienes. Unusual properties of 3-cyanoenones and 1-cyanocyclopen-tadienes have been unveiled and circumvented.

An avenue to the sordarin core adaptable to analog synthesis

We describe a synthesis of ketones 3 (X = O-R or CN; Y = H or alkyl), which are useful building blocks for the preparation of analogs of the potent antifungal agent sordarin, 1. Congeners of 1 constructed from 3 should permit detailed SAR investigations of the terpenoid core of the natural product.

An efficient conversion of β-diketones into β-keto enol ethers with P2O5/SiO2 under solvent-free conditions

P2O5/SiO2 was found to be an efficient reagent for converting cyclic-β-diketones into their corresponding β-keto enol ethers at room temperature under solvent-free conditions.

B(C6F5)3-catalyzed synthesis of β-keto enol ethers from β-diketones

Efficient and practical synthesis of β-keto enol ethers from diketones catalyzed by B(C6F5)3 at room temperature has been described. Georg Thieme Verlag Stuttgart.

Iodine-catalyzed synthesis of β-keto enol ethers

The use of iodine, as a catalyst for the synthesis of β-keto enol ethers at room temperature is reported. The use of iodine, as a catalyst for the synthesis of β-keto enol ethers at room temperature is reported.