28921-35-9

Usage

Uses

Used in Food and Beverage Industry:
2-METHYL-3-FURANCARBOXYLIC ACID ETHYL ESTER is used as a flavoring agent for its distinctive sweet, fruity odor, enhancing the taste and aroma of various food and beverage products.
Used in Perfumery and Fragrance Industry:
2-METHYL-3-FURANCARBOXYLIC ACID ETHYL ESTER is used as a fragrance ingredient for its ability to impart a pleasant, fruity scent to perfumes and other scented consumer goods.
Used in Antimicrobial Applications:
2-METHYL-3-FURANCARBOXYLIC ACID ETHYL ESTER is utilized for its potential antimicrobial properties, making it a valuable ingredient in products where microbial control is essential.
Used in Antioxidant Applications:
Due to its antioxidant capabilities, 2-METHYL-3-FURANCARBOXYLIC ACID ETHYL ESTER is employed in industries where protection against oxidation is necessary, such as in the preservation of food products or in cosmetic formulations.

InChI:InChI=1/C8H10O3/c1-3-10-8(9)7-4-5-11-6(7)2/h4-5H,3H2,1-2H3

Upstream product

• 623-46-1 1,2-dichloro-2-ethoxyethane 
• 141-97-9 ethyl acetoacetate 
• 7208-05-1 2,4-dimethyloxazole 
• 623-47-2 propynoic acid ethyl ester 
• 2303-76-6 sodium diethyl phosphite 
• 50710-44-6 2-bromomethylfuran-3-carboxylic acid ethyl ester 
• 107-20-0 2-chloroethanal 
• 40065-19-8 2-Acetyl-4-bromo-3-ethoxy-butyric acid ethyl ester 
• 67556-08-5 ethylideneacetoacetic acid ethyl ester 
• 111-46-6 diethylene glycol 
• 120-72-9 indole 
• 621-63-6 glycoaldehyde diethyl acetal 
• 141-46-8 Glycolaldehyde 
• 2009-97-4 ethyl 2-diazo-3-oxobutanoate 

Downstream Products

• 38453-94-0 2-methyl-5-(tert-butyl)furan-3-carboxylic acid ethyl ester 
• 6947-94-0 2-methyl-3-furancarboxylic acid 
• 315672-60-7 2-methyl-furan-3-carboxylic acid hydrazide 
• 68967-34-0 2-methyl-5-nitro-furan-3-carboxylic acid ethyl ester 
• 50710-44-6 2-bromomethylfuran-3-carboxylic acid ethyl ester 
• 81661-26-9 methyl 5-formyl-2-methyl-3-furancarboxylate 
• 1384870-71-6 C₂₂H₂₆O₃Si 
• 1384870-72-7 C₃₈H₄₄O₃Si₂ 
• 1384870-48-7 2-(tert-butyldiphenylsilanyloxymethyl)-4-(triethylsilanyloxy)cyclopent-2-enone 
• 1384870-50-1 4-(tert-butyldimethylsilyloxy)-3-((tert-butyldiphenylsilyloxy)methyl)-4-(2-(2-methyl-1,3-dioxolan-2-yl)ethyl)cyclopent-2-enone 
• 1384870-78-3 3-((tert-butyldiphenylsilyloxy)methyl)-4-hydroxy-4-(2-(2-methyl-1,3-dioxolan-2-yl)ethyl)cyclopent-2-enone 
• 1384870-79-4 3-((tert-butyldiphenylsilyloxy)methyl)-4-(2-(2-methyl-1,3-dioxolan-2-yl)ethyl)-4-(triethylsilyloxy)cyclopent-2-enone 
• 1384870-55-6 3-((tert-butyldiphenylsilyloxy)methyl)-4-(2-(2-methyl-1,3-dioxolan-2-yl)ethyl)-5-methylene-4-(triethylsilyloxy)cyclopent-2-enone 
• 925459-40-1 5-(4-acetylphenyl)-2-methylfuran-3-carboxylic acid ethyl ester 

Relevant academic research and scientific papers

[4+2] Annulation of 3-(2,2-diethoxyethyl)-1,3-dicarbonyl compounds with indoles catalyzed by Br?nsted acid ionic liquid for the synthesis of carbazoles

Various carbazoles were synthesized via [4+2] annulation of 3-(2,2-diethoxyethyl)-1,3-dicarbonyl compounds with indoles. A Br?nsted acid ionic liquid, [BPy]HSO4, was proven to be effective catalyst for this reaction. The ionic liquid catalyst can be recycled three times without significant loss of its catalytic activity.

Novel synthesis of [13C4,15N]1H-pyrrole-2, 3,5-tricarboxylic acid: An important biomarker for melatonin metabolism

1H-pyrrole-2,3,5-tricarboxylic acid is a breakdown product of melatonin. A labeled version of this compound would serve as a key biomarker for drug candidates which track this substance to monitor their effectiveness (e.g. hyperpigmentation drugs). A Hantzsch synthesis using readily available starting materials was used to generate [13C4,15N]1H- pyrrole-2,3,5-tricarboxylic acid in six steps (12% overall yield). Copyright

Alkylation of methylene-active compounds with halo acetals and hydrolysis of the alkylation products

A preparative procedure has been proposed for the alkylation of CH acids with halo acetals and hydrolysis of the alkylation products to furan derivatives and lactones.

Utilization of bio-based glycolaldehyde aqueous solution in organic synthesis: Application to the synthesis of 2,3-dihydrofurans

Glycolaldehyde is a biomass-derived chemical compound available from cellulose or glucose. Until now, little attention has been devoted to its use towards value-added chemicals. To explore novel transformations of glycolaldehyde, in this work, a three-com

Relay Catalysis of Bismuth Trichloride and Byproduct Hydrogen Bromide Enables the Synthesis of Carbazole and Benzo[α]carbazoles from Indoles and α-Bromoacetaldehyde Acetals

Benzo[α]carbazoles were synthesized from 2-phenylindoles and α-bromoacetaldehyde using bismuth trichloride as a catalyst. The reaction was triggered by a bismuth trichloride-catalyzed Friedel-Crafts alkylation of these two precursors, which provided a tryptaldehyde intermediate that underwent intramolecular olefination to form the final product. Interestingly, the HBr byproduct generated in the upstream step of the reaction catalyzed the following downstream reaction steps, thus creating a byproduct-participated relay catalytic process. Motivated by this mechanism, we developed a three-component reaction of indole, α-bromoacetaldehyde acetal, and 1,3-dicarbonyl compounds. This study offers a straightforward method for synthesizing substituted carbazoles. (Figure presented.).

Design, synthesis and antifungal activity of novel fenfuram-diarylamine hybrids

Ten novel fenfuram-diarylamine hybrids were designed and synthesized. And their antifungal activities against four phytopathogenic fungi have been evaluated in vitro and most of the compounds demonstrated a significant antifungal activities against Rhizoctonia solani and Sclerotinia sclerotiorum. Compound 5e exhibited the most potent antifungal activity against R. solani with an EC50value of 0.037 mg/L, far superior to the commercially available fungicide boscalid (EC50= 1.71 mg/L) and lead fungicide fenfuram (EC50= 6.18 mg/L). Furthermore, scanning electron microscopy images showed that the mycelia on treated media grew abnormally with tenuous, wizened and overlapping colonies compared to the negative control. Molecular docking studies revealed that compound 5e featured a higher affinity for succinate dehydrogenase (SDH) than fenfuram. Furthermore, it was shown that the 3-chlorophenyl group in compound 5e formed a CH-π interaction with B/Trp-206 and a Cl-π interaction with D/Tyr-128, rendering compound 5e more active than fenfuram against SDH.

Rhodium-catalyzed synthesis of 2,3 – Disubstituted N-methoxy pyrroles and furans via [3+2] cycloaddition between metal carbenoids and activated olefins

For the first time, we report the synthesis of 2-substituted N-alkoxy pyrrole 3-carboxylate and furan 3-carboxylate via Rh-catalyzed [3+2] cycloaddition between α-diazo oxime ether or α-diazo carbonyl compounds with vinyl equivalents in a one-pot process. We have demonstrated ethyl vinyl ether as well as vinyl acetate as vinyl equivalents and both were found to give excellent yields. We have also demonstrated the synthesis of N-alkoxy dihydropyrrole derivatives by carrying out the reaction at low temperature.

Diethylene Glycol Serving as Ethyne Equivalent: A Sustainable Approach toward 2,3-Disubstituted Furan

In the presence of tert-butyl peroxide (TBHP), the copper-catalyzed annulation of 1,3-dicarbonyl compound with diethylene glycol was developed leading to 2,3-disubstituted furan. Diethylene glycol serves as a cheap and environmentally friendly equivalent of ethyne, with the release of H2O and alcohol as clean wastes. The procedure involves a sequential O- and C- functionalization of β-ketoester by diethylene glycol.

The rearrangement of tert -butylperoxides for the construction of polysubstituted furans

The Bronsted acid catalyzed rearrangement of tert-butyl peroxides provides a new strategy to construct 2,3-disubstituted furans via 1,2-aryl migration. In addition, tert-butyl peroxides could also be transformed into 2,3,5-trisubstituted or 2,5-disubstituted furans through a sequence of base-catalyzed Kornblum-DelaMare rearrangements and acid-promoted Paal-Knorr reactions.

Formal synthesis of merrilactone a using a domino cyanide 1,4-addition-aldol cyclization

A formal synthesis of merrilactone A has been completed using a domino 1,4-addition-aldol process as the key step. Both iodo- and cyano-1,4-addition- aldol cyclizations were productive in forming the highly hindered C1-C9 bond linking vic-quaternary and tertiary stereocenters. The latter method was used to complete a formal total synthesis of the natural product.