4630-80-2

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 39, p. 3273, 1974 DOI: 10.1021/jo00936a022

InChI:InChI=1/C7H12O2/c1-9-7(8)6-4-2-3-5-6/h6H,2-5H2,1H3

Upstream product

• 14273-90-6 methyl 6-bromohexanoate 
• 627-31-6 1,3-Diiodopropane 
• 292638-85-8 acrylic acid methyl ester 
• 186581-53-3 diazomethane 
• 3400-45-1 cyclopentanecarboxylic acid 
• 67-56-1 methanol 
• 3242-56-6 2-diazocyclohexanone 
• 598-99-2 Methyl trichloroacetate 
• 109-64-8 1,3-dibromo-propane 
• 56382-72-0 Cyclohexeno-1,2,3-thiadiazol 
• 7664-93-9 sulfuric acid 
• 142-29-0 cyclopentene 
• 1560-11-8 cyclopent-1-enecarboxylic acid 
• 124-41-4 sodium methylate 

Downstream Products

• 7714-72-9 6,6-diphenylfulvene 
• 1192-28-5 Cyclopentanone oxime 
• 53673-02-2 N-(2-aminoethyl)cyclopentanecarboxamide 
• 220878-56-8 1-but-3-enylcyclopentanecarboxylic acid methyl ester 
• 784182-12-3 1-benzyl-cyclopentanecarboxylic acid methyl ester 
• 784148-89-6 methyl 1-[[4-(allyloxy)phenyl](hydroxy)methyl]cyclopentanecarboxylate 
• 95882-33-0 3-cyclopentyl-3-oxopropanenitrile 
• 202263-69-2 [(S)-2-Cyclopentyl-4-(4-fluoro-phenyl)-5-hydroxy-7,7-dimethyl-5,6,7,8-tetrahydro-quinolin-3-yl]-(4-trifluoromethyl-phenyl)-methanone 
• 202263-68-1 2-cyclopentyl-4-(4-fluorophenyl)-7,7-dimethyl-3-(4-trifluoromethylbenzoyl)-7,8-dihydro-6H-quinolin-5-one 
• 202263-73-8 2-cyclopentyl-4-(4-fluorophenyl)-7,7-dimethyl-3-(4-trifluoromethylbenzoyl)-4,6,7,8-tetrahydro-1H-quinolin-5-one 
• 202263-76-1 (S)-5-(tert-Butyl-dimethyl-silanyloxy)-2-cyclopentyl-4-(4-fluoro-phenyl)-3-[(S)-fluoro-(4-trifluoromethyl-phenyl)-methyl]-7,7-dimethyl-5,6,7,8-tetrahydro-quinoline 
• 56202-70-1 1-phenyl-2-(β-cyclopentanecarbonamido-ethyl)aminoethanol 
• 37609-31-7 spiro[3.4]octan-5-one 
• 14727-58-3 spiro[4.4]nonan-1-one 

Relevant academic research and scientific papers

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Ruthenium complex immobilized on supported ionic-liquid-phase (SILP) for alkoxycarbonylation of olefins with CO2

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C?Boron Enolates Enable Palladium Catalyzed Carboboration of Internal 1,3-Enynes

A new family of carbon-bound boron enolates, generated by a kinetically controlled halogen exchange between chlorocatecholborane and silylketene acetals, is described. These C?boron enolates are demonstrated to activate 1,3-enyne substrates in the presence of a Pd0/Senphos ligand complex, resulting in the first examples of a carboboration reaction of an alkyne with enolate-equivalent nucleophiles. Highly substituted dienyl boron building blocks are produced in excellent site-, regio-, and diastereoselectivity by the described catalytic cis-carboboration reaction.

Dual-inhibitors of N-Myc and AURKA as potential therapy for neuroendocrine prostate cancer

Resistance to androgen-receptor (AR) directed therapies is, among other factors, associated with Myc transcription factors that are involved in development and progression of many cancers. Overexpression of N-Myc protein in prostate cancer (PCa) leads to its transformation to advanced neuroendocrine prostate cancer (NEPC) that currently has no approved treatments. N-Myc has a short half-life but acts as an NEPC stimulator when it is stabilized by forming a protective complex with Aurora A kinase (AURKA). Therefore, dual-inhibition of N-Myc and AURKA would be an attractive therapeutic avenue for NEPC. Following our computer-aided drug discovery approach, compounds exhibiting potent N-Myc specific inhibition and strong anti-proliferative activity against several N-Myc driven cell lines, were identified. Thereafter, we have developed dual inhibitors of N-Myc and AURKA through structure-based drug design approach by merging our novel N-Myc specific chemical scaffolds with fragments of known AURKA inhibitors. Favorable binding modes of the designed compounds to both N-Myc and AURKA target sites have been predicted by docking. A promising lead compound, 70812, demonstrated low-micromolar potency against both N-Myc and AURKA in vitro assays and effectively suppressed NEPC cell growth.

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A general platinum-catalyzed alkoxycarbonylation of olefins

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Discovery, Optimization, and Biological Characterization of 2,3,6-Trisubstituted Pyridine-Containing M4 Positive Allosteric Modulators

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Alkoxycarbonylation of olefins with carbon dioxide by a reusable heterobimetallic ruthenium-cobalt catalytic system

The heterobimetallic ruthenium-cobalt catalytic system exhibited good catalytic performance and reusability in the reductive alkoxycarbonylation of olefins with carbon dioxide. Compared to the previous system only consisting of ruthenium catalyst, the binary catalyst system effectively reduced the usage of noble metal and ionic liquid additives. The respective contribution of ruthenium and cobalt catalysts in this multiple-step catalytic process was investigated by a series of condition-controlled experiments. The evolution of the ruthenium catalyst and the occurrence of alkene hydrogenation during the reaction was explained by theortical calculations.

Rhodium-Catalyzed Cyclization of O,ω-Unsaturated Alkoxyamines: Formation of Oxygen-Containing Heterocycles

O,ω-Unsaturated N-tosyl alkoxyamines undergo unexpected RhIII-catalyzed intramolecular cyclization by oxyamination to produce oxygen-containing heterocycles. Mechanistic studies show that an aziridine intermediate seems to be responsible for the formation of the heterocycles, possibly via a RhV species.

Palladium-catalyzed selective generation of CO from formic acid for carbonylation of alkenes

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