40098-24-6

Basic information

• Product Name: 1-Cyclopentene-1-heptanoic acid,5-oxo-3-[(tetrahydro-2H-pyran-2-yl)oxy]-, Methyl ester
• Synonyms: 1-Cyclopentene-1-heptanoic acid,5-oxo-3-[(tetrahydro-2H-pyran-2-yl)oxy]-, Methyl ester;Methyl 7-(5-oxo-3-((tetrahydro-2H-pyran-2-yl)oxy)cyclopent-1-en-1-yl)heptanoate;1-Cyclopentence-1-heptanoic acid,5-oxo-3[(tetrahydro-2H-pyran-2-yl)oxy}-,methyl ester
• CAS NO: 40098-24-6
• Molecular Formula: C₁₈H₂₈O₅
• Molecular Weight: 324.41192
• Mol File: 40098-24-6.mol

Chemical Properties

• Boiling Point: 451.9±45.0 °C(Predicted)
• Appearance: /
• Density: 1.10±0.1 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 1-Cyclopentene-1-heptanoic acid,5-oxo-3-[(tetrahydro-2H-pyran-2-yl)oxy]-, Methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Cyclopentene-1-heptanoic acid,5-oxo-3-[(tetrahydro-2H-pyran-2-yl)oxy]-, Methyl ester(40098-24-6)
• EPA Substance Registry System: 1-Cyclopentene-1-heptanoic acid,5-oxo-3-[(tetrahydro-2H-pyran-2-yl)oxy]-, Methyl ester(40098-24-6)

Safety Data

• Hazardous Substances Data: 40098-24-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
1-Cyclopentene-1-heptanoic acid,5-oxo-3-[(tetrahydro-2H-pyran-2-yl)oxy]-, Methyl ester is used as a building block for the synthesis of bioactive molecules for various pharmaceutical applications. Its unique structure and functional groups allow for the development of specialized compounds with specific properties and functions, contributing to the discovery of new drugs and therapeutic agents.
Used in Agricultural Industry:
In the agricultural sector, 1-Cyclopentene-1-heptanoic acid,5-oxo-3-[(tetrahydro-2H-pyran-2-yl)oxy]-, Methyl ester serves as a precursor for the production of agrochemicals. Its potential use in this industry lies in the synthesis of compounds with pesticidal, herbicidal, or other agriculturally beneficial properties, enhancing crop protection and yield.
Further research and development may uncover additional uses and benefits of 1-Cyclopentene-1-heptanoic acid,5-oxo-3-[(tetrahydro-2H-pyran-2-yl)oxy]-, Methyl ester in diverse fields, expanding its applications and impact on various industries.

Upstream product

• 110-87-2 3,4-dihydro-2H-pyran 
• 40098-26-8 methyl 7-(3-hydroxy-5-oxocyclopent-1-en-1-yl)heptanoate 
• 54049-24-0 methyl 7-bromoheptanoate 
• 58707-68-9 2-carboxyethoxy-2-(6'-methoxycarbonylhexyl)-cyclopentanone 
• 611-10-9 2-ethoxycarbonyl-1-cyclopentanone 
• 75598-50-4 4--3-<7-heptyl>cyclopent-2-enone 
• 71268-72-9 (1R^*,4S^*)-4--3-<7-heptyl>cyclopent-2-en-1-ol 
• 77188-70-6 3-chloro-4-cyclopent-2-enone 
• 71268-73-0 (1S^*,4R^*)-1--2-<7-heptyl>-4-(tetrahydropyran-2-yloxy)cyclopent-2-ene 
• 71268-74-1 (1S^*,4R^*)-2-(7-hydroxyheptyl)-4-(tetrahydropyran-2-yloxy)cyclopent-2-en-1-ol 
• 71268-70-7 7-((tert-butyldimethylsilyl)oxy)-1-bromoheptane 
• 10160-24-4 7-bromoheptyl alcohol 
• 110066-20-1 7-[5-Acetoxy-3-(tetrahydro-pyran-2-yloxy)-cyclopent-1-enyl]-heptanoic acid isopropyl ester 
• 110066-18-7 7-(5-Acetoxy-3-hydroxy-cyclopent-1-enyl)-heptanoic acid isopropyl ester 

Downstream Products

• 40098-26-8 methyl 7-(3-hydroxy-5-oxocyclopent-1-en-1-yl)heptanoate 
• 59122-46-2 misoprostol 

Relevant articles and documents

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.

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.

Cyclopentanoids from Phenol. Part 5. Terminally Functionalised 2- and 3-Alkyl-4-hydroxycyclopent-2-enones. A Versatile Approach to Prostanoids

Terminally functionalised 3-alkyl-4-hydroxycyclopent-2-enones are prepared by conjugate addition-elimination reactions of magnesiocuprate reagents with ethers of 3-chloro-4-hydroxycyclopent-2-enone.The side-chain functionality can be modified either selectivity, or simultaneously with modification of the nucleus.Stereospecific trasposition of the ring-oxygen functions converts these compounds into terminally functionalised 2-alkyl-4-hydroxycyclopent-2-enones which are important intermediates in prostanoid synthesis.Thus the 2-substituted cyclopentenone (2) is prepared in ca. 60percent yield from the 3-chlorocyclopentenone (7), itself available in four steps from phenol.