43142-58-1

Usage

Uses

Used in Organic Synthesis and Chemical Reactions:
(3E)-3-ethylidenedihydrofuran-2(3H)-one is used as a building block in the production of other organic compounds. Its unique structure allows it to be a key component in the synthesis of various organic molecules, contributing to the development of new chemical compounds and materials.
Used in Flavor and Fragrance Industry:
Due to its aromatic properties, (3E)-3-ethylidenedihydrofuran-2(3H)-one is used in the flavor and fragrance industry. It can be employed to create unique scents and flavors for various products, such as perfumes, cosmetics, and food items, enhancing their sensory appeal.
Used in Medicinal Chemistry:
(3E)-3-ethylidenedihydrofuran-2(3H)-one has been studied for its potential biological and pharmacological activities. Its unique chemical structure makes it a subject of interest for researchers in the field of medicinal chemistry, where it may be utilized in the development of new drugs and therapeutic agents.

Upstream product

• 75612-68-9 4,5-dihydro-3-(1'-hydroxyethyl)-3-(trimethylsilyl)-2(3H)furanone 
• 2907-85-9 3-diethylphosphono-2-oxo-tetrahydrofuran 
• 75-07-0 acetaldehyde 
• 57445-90-6 pent-4-ene-1,3-diol 
• 113495-34-4 3-vinyl-2,6-dioxacyclohexan-1-one 
• 101533-94-2 3-pentyn-1-ol methoxymethyl ether 
• 547-65-9 α-methylene-γ-butyrolactone 
• 187737-37-7 propene 
• 201230-82-2 carbon monoxide 
• 98689-60-2 5-benzyloxypent-2-yne 
• 74144-08-4 (3RS,1'RS)-4,5-dihydro-3-(1'-hydroxy-ethyl)-3-(phenylthio)furan-2(3H)-one 
• 74144-07-3 (3RS,1'SR)-4,5-dihydro-3-(1'-hydroxy-ethyl)-3-(phenylthio)furan-2(3H)-one 
• 74-90-8 hydrogen cyanide 
• 43142-60-5 3-Ethylidene-4,5-dihydro-2(3H)-furanone 

Downstream Products

• 126825-04-5 threo-4,5-dihydro-3-(1-(phenylthio)ethyl)-2(3H)-furanone 
• 126825-04-5 erythro-4,5-dihydro-3-(1-(phenylthio)ethyl)-2(3H)-furanone 
• 70302-32-8 C₁₃H₁₆O₃Se 
• 153580-05-3 (4α,5β)-4-methyl-6-oxo-7-oxa-1,2-diazaspiro<4.4>non-1-ene 
• 70302-26-0 (E)-2-(2-Phenylselanyl-ethyl)-but-2-enoic acid methyl ester 

Relevant academic research and scientific papers

Synthesis of α-Alkylidene-β-ethoxycarbonyl cyclopentanones and -γ-butyrolactones

Synthesis of (E,Z)-α-Alkylidene-β-ethoxycarbonyl cyclopentanones 5 and (E,Z)-α-alkylidene-γ-butyrolactones 7 by condensing phosphonates 3 or 6 with a variety of aldehydes in the presence of aqueous potassium carbonate (6-10M) as base is reported.

The clerodane ring system: Investigating the viability of a direct Diels-Alder approach

A direct synthetic approach to the spiro-γ-lactone clerodane ring system has been investigated. This work builds on that of Jung and highlights the inherent difficulties associated with the otherwise obvious Diels-Alder approach. The Royal Society of Chem

Cross metathesis of α-methylene lactones II: γ- and δ-lactones

The cross metathesis reactivities of α-methylene-γ- butyrolactone and an α-methylene-δ-lactone have been investigated. α-Methylene-γ-butyrolactone undergoes rapid and efficient olefin isomerization in the presence of second-generation metathesis catalysts. However, cross metathesis can be achieved with the additive 2,6- dichlorobenzoquinone. In contrast, the α-methylene-δ-lactone neither isomerizes nor couples under similar conditions.

Synthesis of α-amino γ-butyrolactone derivatives by aziridination of α-ylidene γ-butyrolactones

The reactions of exocyclic α,β-unsaturated γ-lactones with NsONHCO2Et and CaO produce N-(ethoxycarbonyl) spiroaziridino γ-lactones. By reaction with acetic acid these products give ring opening reaction and acetylated N-protected α-amino γ-butyrolactones are obtained. The ring opening reaction is quantitative and highly regioselective.

A concise synthesis of (S)-(+)-5,6-2H-pyran-2-one via hydrozirconation- carbonylation-demetallation of O-benzyl (S)-(-)-4-pentyn-2-ol

A simple synthetic approach to α,β-unsaturated δ-lactones has been devised from the hydrozirconation of O-protected homopropargyl alcohols followed by carbonylation and quenching with iodine. The synthesis of (S)- (+)-5,6-2H-pyran-2-one (parasorbic acid)

α-Spirocyclopentyl- and α-Spirocyclopropyl-γ-butyrolactones: Conformationally Constrained Derivatives of Anticonvulsant and Convulsant α,α-Disubstituted γ-Butyrolactones

To further study the putative γ-butyrolactone site of the GABAA/chloride channel complex, constrained derivatives of convulsant and anticonvulsant α,α-disubstituted γ-butyrolactones (α-spirocyclopropyl- and α-spirocyclopentyl-γ-butyrolactones) were synthesized and evaluated biologically.Most of the spirocyclopropyl agents were anticonvulsants when tested against pentylenetetrazole-induced seizures in mice.These agents effectively displaced 35-tert-butylbicyclophosphorothionate (35-TBTS), a ligand for the picrotoxin binding site of the GABAA/chloride channel, from rat neuronal membranes and affected the GABA-mediated current in hippocampal neurons.The monomethyl-substituted spirocyclopropyl agent with a methyl group cis to the carbonyl (15) potentiates GABA-induced current whereas the trans derivative (16) blocks the current.The only anticonvulsant in the spirocyclopentyl series was the unsubstituted spirocyclopentyl compound 2.All the other substituted spirocyclopentyl targets were inactive in vivo at the highest dose tested except for convulsant 9, which has a trans 2,5-dimethyl-substituted cyclopentyl ring.All the spirocyclopentyl derivatives displaced 35-TBPS from rat neuronal membranes very effectively, and they also all potentiated GABA-induced chloride current except for convulsant 9 which blocked the current.From the data obtained in this investigation, it appears that when the volume occupied above and below the lactone ring is as large as that occupied by spirocyclopentyl agent 9, convulsant activity is observed.Groups with less volume in these areas either are inactive in the behavioral test or have anticonvulsant activity.When bound to the GABAA/chloride channel,the larger molecules may stabilize the closed state of the channel whereas the smaller molecules may stabilize the open state.

Efficient Synthesis of 2-Vinyl-γ-butyrolactones and 2-Vinyl-γ-butyrolactams by Palladium-Catalyzed Decarboxylative Carbonylation

4-Vinyl-1,3-dioxan-2-ones (cyclic carbonates) undergo decarboxylation-carbonylation by the catalysis of Pd(0) species under CO (in most cases, 1 atm) to provide 2-vinyl-γ-butyrolactones in good yields.The course of the reaction of 6-vinyltetrahydro-2H-1,3

SUBSTITUTED-HETERO-CYCLOPENTANONES AND CYCLOPENTENONES AND DERIVATIVES THEREOF ACTING AT MUSCARINIC RECEPTORS

Substituted-hetero-cyclopentanones and cyclopentenones and derivatives thereof are described, as well as methods for the preparation and pharmaceutical compositions of same, which are useful as centrally acting muscarinic agents and are useful as analgesic agents for the treatment of pain, as sleep aids and as agents for treating the symptoms of senile dementia, Alzheimer's disease, Huntington's chorea, tardive dyskinesia, hyperkinesia, mania, or similar conditions of cerebral insufficiency characterized by decreased cerebral acetylcholine production or release.

The Stereochemistry of Organometallic Compounds. XXX. Hydrocyanation of Alkynol Ethers: a New Stereospecific Route to α-Alkylidene γ-Lactones

The regioselectivity of hydrocyanation of a range of protected α- and β-hydroxyalkynes has been investigated and shown to by highly susceptible to steric effects.Some of the products from hydrocyanation of protected β-hydroxyalkynes have been converted into α-alkylidene γ-lactones.

A New Stereospecific Route to α-Alkylidene γ-Lactones

Hydrocyanation of a range of protected β-hydroxyalkynes gives unsaturated nitriles which can be cyclised to α-alkylidene γ-lactones and in most cases the regioselectivity of hydrocyanation can be controlled giving the desired cyanoalkenes with stereospecific formation of the E-isomer.