26057-70-5

Usage

Uses

1. Used in Pharmaceutical Industry:
Furo(3,4-b)furan-2,6(3H,4H)-dione, dihydro-3-methylene-4-octyl-, (+-)is used as a potential pharmaceutical candidate for the development of new drugs. Its unique structure and chirality may offer novel interactions with biological targets, making it a promising candidate for the treatment of various diseases.
2. Used in Chemical Research:
Furo(3,4-b)furan-2,6(3H,4H)-dione, dihydro-3-methylene-4-octyl-, (+-)can be utilized in chemical research as a starting material or intermediate for the synthesis of more complex molecules. Its reactivity and structural features may provide insights into new reaction pathways and mechanisms, contributing to the advancement of organic chemistry.
3. Used in Material Science:
Furo(3,4-b)furan-2,6(3H,4H)-dione, dihydro-3-methylene-4-octyl-, (+-)may have potential applications in material science, particularly in the development of novel polymers or other materials with specific properties. Its unique structure could contribute to the creation of materials with enhanced characteristics, such as improved stability, strength, or functionality.
4. Used in Analytical Chemistry:
The compound can be employed as a reference material or standard in analytical chemistry for the calibration of instruments, validation of analytical methods, or the development of new techniques for the analysis of complex mixtures.
5. Used in Environmental Applications:
Furo(3,4-b)furan-2,6(3H,4H)-dione, dihydro-3-methylene-4-octyl-, (+-)may have potential applications in environmental science, such as the development of new methods for the detection, monitoring, or remediation of pollutants.

InChI:InChI=1/C15H22O4/c1-3-4-5-6-7-8-9-11-12-10(2)14(16)19-13(12)15(17)18-11/h11-13H,2-9H2,1H3

Upstream product

• 26191-78-6 (3aS,4S,6aS)-4-Octyl-2,6-dioxo-hexahydro-furo[3,4-b]furan-3-carboxylic acid 
• 107977-48-0 (3α,3aα,4β,6aα)-(+/-)-Dihydro-4-octyl-3-<(phenylthio)methyl>furo<3,4-b>furan-2,6(3H,4H)-dione 
• 124-19-6 nonan-1-al 
• 124929-01-7 2-((2R,3S,4S)-4-Iodo-2-octyl-5-oxo-tetrahydro-furan-3-yl)-2-phenylselanyl-propionic acid tert-butyl ester 
• 17756-68-2 5-octyl-5H-furan-2-one 
• 124929-02-8 (3aR,4R,6aR)-3-Methyl-4-octyl-3-phenylselanyl-dihydro-furo[3,4-b]furan-2,6-dione 
• 64-18-6 formic acid 
• 107977-43-5 (+/-)-3-<<2-<2-(Trimethylsilyl)ethoxy>acetoxy>methyl>-5-octyl-2(5H)-furanone 
• 107996-92-9 α-methylene-β-hydroxy-γ-butyrolactone 
• 73368-26-0 ethyl trans,trans-tetrahydro-2-octyl-4-(ethoxycarbonyl)-5-oxo-3-furanacetate 
• 107977-44-6 (2α,3β(R^*))-(+/-)-Tetrahydro-4-methylene-α-<2-(trimethylsilyl)ethoxy>-2-octyl-5-oxo-3-furanacetic acid 
• 39949-88-7 (3aα,4α,6aα)-dihydro-4-octylfuro<3,4-b>furan-2,6(3H,4H)-dione 
• 107977-51-5 (R)-Hydroxy-((2S,3S)-4-methylene-2-octyl-5-oxo-tetrahydro-furan-3-yl)-acetic acid 
• 107977-45-7 (S)-((2R,3S)-2-Octyl-5-oxo-4-phenylsulfanylmethyl-tetrahydro-furan-3-yl)-(2-trimethylsilanyl-ethoxy)-acetic acid methyl ester 

Relevant academic research and scientific papers

Efficient Synthesis of a Bislactone Skeleton Leading to dl-Avenaciolide

Treatment of 2-halodecanal and potassium ethyl malonate under phase-transfer catalysis condition gave ethyl tetrahydro-4-(ethoxycarbonyl)-2-octyl-5-oxo-3-furanacetate in one step.This compound was successfully converted into dihydro-4-octylfurofuran-2,6(3H,4H)-dione, which is an important key intermediate for the synthesis of dl-avenaciolide.

Short total syntheses of the avenaciolide family of natural products

The avenaciolide family of natural products are small α-methylene bis-γ-lactones that exhibit a wide variety of biological activities. Herein we report concise syntheses of five members of this family of natural products along with the synthesis of one no

Total Synthesis of Natural Bicyclic Lactones (+)-Dihydrocanadensolide, (±)-Avenociolide, and (±)-Isoavenociolide via Tungsten-π-Allyl Complexes

A synthetic method using tungsten-π-allyl compounds is developed for total syntheses of natural bislactones including (+)-dihydrocanadensaolide (2), (±)-avenociolide (3), and (±)-isoavenociolide (4). Syntheses of these natural compounds are based on a com

An efficient method for total syntheses of avenaciolide and isoavenaciolide via tungsten-π-allyl complexes

Total syntheses of avenaciolide and isoavenaciolide were achieved in six and three steps respectively based on starting chloropropargyl derivatives; the key step in such syntheses involves intramolecular alkoxycarbonylation of tungsten-η1-propa

Highly Enantioselective Synthesis of Both Enantiomers of γ-Substituted Butenolides by Bakers' Yeast Reduction and Lipase-Catalyzed Hydrolysis. Total Synthesis of (3AS,6aS)-Ethisolide, Whisky Lactone, and (-)-Avenaciolide

Reduction of 3-chloro-4-oxoalkanoates 5 with bakers' yeast gave (4S)-3-chloro-4-hydroxyalkanoates, which were hydrolyzed and dehydrochlorinated to give (γS)-alkylbutenolides with >96% ee. Reduction of 5 with NaBH4 gave syn-3-chloro-4-hydroxyalkanoate 6. Asymmetric hydrolysis of syn-4-chloro-3-hydroxyalkanoate (±)-10 with lipase afforded (3R,4R)-6 and (3S,4S)-10 with high optical purities. Hydrolysis and dehydrochlorination of (3R,4R)-6 gave (γA)-alkylbutenolides with >85% ee. Total syntheses of (3aS,6aS)-ethisolide, whisky lactone, and (-)-avenaciolide from these butenolides are described.

Synthesis of (±)-isoavenaciolide and of (±)-ethisolide from (±)-7-oxabicyclo|2.2.1|hept-5-en-2-one

A short total synthesis of (±)-ethisolide and (±)-isoavenaciolide was accomplished from (±)-oxanorbornenone respectively in 11 and 12 steps, using a radical cyclization as a key step.

Synthesis of Ethisolide, Isoavenaciolide, and Avenaciolide

Syntheses of the trio of related mold metabolites ethisolide (1), isoavenaciolide (2), and avenaciolide (3) in racemic and optically active forms are described.Glycolate Claisen rearrangements governed by chelation control of enolate geometry and diastere

TOTAL SYNTHESIS OF (+/-)-ISOAVENACIOLIDE AND (+/-)-AVENACIOLIDE

The antifungal mold metabolites isoavenaciolide (1b) and avenaciolide (1c) have been synthesized in racemic form a common precursor, α-methylene lactone 4, obtained via a glycolate ester enolate Claisen rearrangement.

TOTAL SYNTHESIS OF (+/-)-AVENACIOLIDE AND ITS ANALOGUES

A new method for the stereoselective synthesis of (+/-)-avenaciolide and its analogues via methoxycarbonyl- or anisyloxycarbonyldi-γ-lactones, which could be easily prepared by the reaction of γ-substituted α-bromobutenolides with sodium salt of methyl or anisyl malonamate in good yields, was described.