5288-67-5

Usage

Uses

Used in Organic Chemistry:
7-(2-oxocyclopentyl)heptanoic acid is used as a synthetic intermediate for the preparation of other organic compounds. Its presence of both a cyclopentyl and a ketone group allows for versatile chemical reactions, making it a valuable building block in organic synthesis.
Used in Pharmaceutical Industry:
7-(2-oxocyclopentyl)heptanoic acid is used as a potential pharmaceutical agent due to its unique structure and properties. It may be utilized in the development of new drugs or as a key component in the synthesis of bioactive molecules, contributing to advancements in medicinal chemistry.
Used in Materials Science:
7-(2-oxocyclopentyl)heptanoic acid is used as a component in the development of new materials. Its chemical properties may be harnessed to create novel materials with specific characteristics, such as improved stability or enhanced performance in various applications.

Upstream product

• 58707-68-9 2-carboxyethoxy-2-(6'-methoxycarbonylhexyl)-cyclopentanone 
• 74845-09-3 5-(6-carbethoxyhexyl)-2-carbethoxycyclopentanone 
• 51876-14-3 7-(2-Hydroxy-cyclopentyl)-heptanoic acid 
• 1119-60-4 hept-6-enoic acid 
• 120-92-3 cyclopentanone 
• 5239-43-0 7-(5-oxo-1-cyclopenten-1-yl)heptanoic acid 
• 40491-73-4 Decahydro-cyclopentacyclononene-3a,4-diol 
• 54049-24-0 methyl 7-bromoheptanoate 
• 53279-37-1 4-hydroxydodecanedioic acid γ-lactone 
• 24724-06-9 methyl 10,11-dihydroxyundecanoate 
• 6402-36-4 2-dodecendioic acid 
• 20530-58-9 1-decene-10-carbomethoxy-1-carboxylic acid 
• 40942-80-1 2-(6-Methoxycarbonylhexyl)-cyclopentanol 
• 41301-58-0 2-(6-carbethoxyhexyl)-2-carbomethoxycyclopentanone 

Downstream Products

• 85421-76-7 2-(6-carboxyhexyl)cyclopentanone hexylhydrazone 
• 5239-43-0 7-(5-oxo-1-cyclopenten-1-yl)heptanoic acid 
• 85745-91-1 2-(6'-carboxy-1'E-hexylidene)cyclopentanone 
• 34546-57-1 2-(6-methoxycarbonylhexyl)cyclopent-2-en-1-one 
• 40098-24-6 2-(6-methoxycarbonylhexyl)-4-(tetrahydropyran-2-yloxy)cyclopent-2-enone 
• 40098-26-8 methyl 7-(3-hydroxy-5-oxocyclopent-1-en-1-yl)heptanoate 

Relevant academic research and scientific papers

Synthesis of (±)-15-thia-15-deoxy-PGE1 methyl ester

The 15-thia-15-deoxy analogue of prostaglandin E1 methyl ester has been prepared by the zirconocene chloride mediated conjugate addition of an n-pentyl ethynyl sulfide derived anion to an appropriately substituted cyclopentenone. Similar methodology has also been used to prepare other 3-(3'-thia-1'-octenyl)-cyclopentanones.

Aromatic derivatives of 13-azaprostanoic acid

Novel substituted phenyl eicosanoid analogs having the formula: STR1 and their pharmaceutically acceptable esters and salts, wherein: R is H or OH;R 1 is H or lower alkyl;X is --CH 2 --CH 2 -- or cis --CH CH--;Y is --CH 2 --, STR2 --O-- or --S--; n is 0 or 1; and A is (1) an eicosanoid nucleus (ring system), (2) a carbocyclic analog of an eicosanoid nucleus or (3) a heterocyclic analog of an eicosanoid nucleus wherein one of the carbons in a carbocyclic analog is replaced by O, S or N.

A New Synthesis of 8-(ω-Carbomethoxyhexyl)-11-hydroxycyclopent-8(12)-ene-9-one, a Versatile Prostaglandin Intermediate

8-(ω-Carbomethoxyhexyl)-11-hydroxycyclopent-8(12)-ene-9-one (V), a versatile prostaglandin synthon, has been synthesised starting from easily accesible undecylenic acid (VI).The synthesis involves preparation of dihydroxy undecanoic acid (IX) and its methyl ester (X), methyl 9-formylnonanoate (XI), the monoester (XII) and the corresponding unsaturated acid (XIII), γ-lactone (XIV), cyclopentenone acid (XV) and finally the all important PG-intermediate 2-(ω-carbomethoxyhexyl)cyclopentenone (IV).Its reduction with sodium borohydride gives the saturated alcohol (XVI), which via oxidation with Jones' reagent and bromination-dehydrobromination sequence could be converted back to IV.However, IV, on reduction with aluminium isopropoxide gives the allylic alcohol (XXIII), which is converted via acetylation into the acetate (XXIV).Subsequent oxidation of acetate (XXIV) with t-butyl chromate yields the keto-acetate (XXV), which on reduction with aluminium isopropoxide furnishes the hydroxy acetates (XXXII).The hydroxyl group in XXXII is protected as tetrahydropyranyloxy derivative (XXXIII).Hydrolysis of XXXIII with alkali leads to the hydroxy acids (XXXIV).Oxidation of XXXIV with Jones' reagent at low temperature for a short period yields the keto-acid (XXXV), which is esterified to give the ester (XXXVI).Finally, removal of the pyranyloxy group from XXXVI furnishes the versatile synthon (V), identical with the sample prepared by a known procedure.

PRACTICAL SYNTHESIS OF 2-(6'-METHOXYCARBONYLHEXYL)CYCLOPENT-2-EN-1-ONE (PROSTAGLANDIN SYNTHON)

2-(6'-Methoxycarbonylhexyl)cyclopentanone was obtained by alkylation of the 2-(ethoxycarbonyl)cyclopentanone potassium salt with diethyl 5-bromopentylmalonate followed by acid cleavage of the obtained triester and esterification.Its bromination with copper bromide and dehydrobromination with collidine lead to 2-(6'-methoxycarbonylhexyl)cyclopent-2-en-1-one (a known prostaglandin synthon) with an overall yield of 28percent.The use of molecular bromine for bromination leads to the production of the 5-bromo analog of the synthon.

Novel 2-substituted-3,4-epoxycyclopentan-1-ones, 2-substituted-3,4-epoxycyclopentan-1-ols, and various 2-substituted-cyclopentenones

This disclosure describes novel 4-oxy-2-substituted-cyclopent-2-en-1-ones useful as intermediates for the preparation of homo and nor prostaglandins of the E2, E3 and F series.

Hydro substituted prostanoic acids and esters

This disclosure describes certain 11-hydroxy and 11-deoxy-9-keto (or hydroxy)prostanoic acid derivatives useful as bronchodilators, anti-ulcer agents, or as intermediates.

Novel 11-hydroxy-9-keto-5,6-cis-13,14-cis-prostadienoic acid derivatives

This disclosure describes certain 11-hydroxy and 11-deoxy-9-keto(or hydroxy)-prostanoic acid derivatives useful as bronchodilators, hypotensive agents, anti-ulcer agents, or as intermediates.

Process for preparing cyclopent-2-en-1-one derivatives

A process for preparing cyclopent-2-en-1-one derivatives of the formula STR1 wherein R1 is a substituted or unsubstituted alkyl group or a substituted or unsubstituted aryl group, and R2 is a hydrogen atom or a substituent which is not substantially brominated under the treating conditions, which comprises treating a cyclopentanone derivative of the formula STR2 wherein R1 and R2 are the same as defined above, with pyridinium hydrobromide perbromide.