6750-85-2

Usage

Uses

Used in Pharmaceutical Synthesis:
5-(Methoxycarbonyl)furan-2-carboxylic acid is utilized as a key intermediate in the synthesis of various pharmaceuticals. Its unique reactivity and structural features make it a versatile building block for the development of new drugs with potential therapeutic applications.
Used in Organic Compounds Synthesis:
In the field of organic chemistry, 5-(Methoxycarbonyl)furan-2-carboxylic acid serves as a valuable precursor for the synthesis of a wide range of organic compounds. Its methoxycarbonyl group allows for various chemical reactions, facilitating the creation of complex molecules with diverse properties.
Used in Agricultural Applications:
5-(Methoxycarbonyl)furan-2-carboxylic acid has potential applications in agriculture, where it may be used as a component in the development of new agrochemicals or as a building block for the synthesis of bioactive compounds with pesticidal or herbicidal properties.
Used in Material Science:
In the realm of material science, 5-(Methoxycarbonyl)furan-2-carboxylic acid can be employed in the synthesis of novel materials with specific properties. Its unique chemical structure and reactivity may contribute to the development of advanced materials for various applications, such as sensors, coatings, or polymers with tailored characteristics.

Upstream product

• 67-56-1 methanol 
• 67-47-0 5-hydroxymethyl-2-furfuraldehyde 
• 823-82-5 2,5-diformylfurane 
• 3238-40-2 furan-2,5-dicarboxylic acid 
• 485-80-3 S-adenosyl-L-methionine 
• 2527-96-0 methyl 5-methyl-2-furancarboxylate 
• 1917-64-2 5-(methoxymethyl)-2-furaldehyde 
• 36802-01-4 Methyl ester of 5-hydroxymethylfuran 2-carboxylic acid 
• 90-80-2 D-Glucono-1,5-lactone 
• 61259-48-1 2,3,4,6-tetra-O-acetyl-D-glucono-1,5-lactone 
• 149-73-5 trimethyl orthoformate 

Downstream Products

• 4282-32-0 furan-2,5-dicarboxylic acid dimethyl ester 
• 3238-40-2 furan-2,5-dicarboxylic acid 
• 633333-44-5 5-[(benzyloxy)carbonyl]furan-2-carboxylic acid 

Relevant academic research and scientific papers

Carboxyl Methyltransferase Catalysed Formation of Mono- and Dimethyl Esters under Aqueous Conditions: Application in Cascade Biocatalysis

Carboxyl methyltransferase (CMT) enzymes catalyse the biomethylation of carboxylic acids under aqueous conditions and have potential for use in synthetic enzyme cascades. Herein we report that the enzyme FtpM from Aspergillus fumigatus can methylate a broad range of aromatic mono- and dicarboxylic acids in good to excellent conversions. The enzyme shows high regioselectivity on its natural substrate fumaryl-l-tyrosine, trans, trans-muconic acid and a number of the dicarboxylic acids tested. Dicarboxylic acids are generally better substrates than monocarboxylic acids, although some substituents are able to compensate for the absence of a second acid group. For dicarboxylic acids, the second methylation shows strong pH dependency with an optimum at pH 5.5–6. Potential for application in industrial biotechnology was demonstrated in a cascade for the production of a bioplastics precursor (FDME) from bioderived 5-hydroxymethylfurfural (HMF).

PROCESS FOR PRODUCING 2,5-FURANDICARBOXYLIC ACID FROM ETHERS OF 5-HYDROXYMETHYLFURFURAL

Process for producing a carboxylic acid composition comprising 2,5-furandicarboxylic acid, comprising the steps: a) oxidizing an oxidizable compound comprising 5-alkoxymethylfurfural in an oxidation reactor in the presence of a saturated organic acid solvent having from 2 to 6 carbon atoms and a catalyst system comprising cobalt, manganese and bromine using an oxidizing gas at a temperature in the range of 160 to 210 °C to obtain a crude carboxylic acid composition comprising mono alkyl ester of 2,5-furandicarboxylic acid and solid 2,5- furandicarboxylic acid, b) isolating at least a portion of the solid 2,5-furandicarboxylic acid from the crude carboxylic acid composition in a solid-liquid separation zone to generate a solid cake and a mother liquor, c) determining the amount of manganese and/or cobalt in the cake, and d) increasing the amount of one or more controlling acids in the oxidation reactor, if the determined amount of manganese and/or cobalt in the cake exceeds a predefined threshold value, wherein the one or more controlling acids are selected from the group consisting of hydrobromic acid and mono- or dicarboxylic acids having from 2 to 5 carbon atoms and a pKa of less than 3.2, wherein the mother liquor comprises mono alkyl ester of 2,5-furandicarboxylic acid in the range of 0.5 to 7 % by weight with respect to the weight of the mother liquor.

EFFICIENT PROCESS FOR PRODUCING 5-(ALKOXYCARBONYL)-FURAN-2-CARBOXYLIC ACIDS

A process for preparing 5-(alkoxycarbonyl)furan-2-carboxylic acids (ACFC) by oxidizing various furcates in the presence of a catalyst containing cobalt, manganese, and bromine, and a solvent while simultaneously removing water vapor from the reaction chamber. The process can produce ACFC with high purity and low color, and in high yield.

NOVEL ESTERIFICATION CATALYST AND USES THEREOF

Tin (II) glucarate is found to be effective alone and in combination with other tin compounds for catalyzing the reaction of carboxylic acids such as furan-2,5-dicarboxylic acid, terephthalic acid and adipic acid with alcohols such as the C1-C3 alcohols.

Scalable synthesis of hydroxymethyl alkylfuranoates as stable 2,5-furandicarboxylic acid precursors

Hydroxymethyl furanoic acid and its derivatives have been synthesized in high yields and purity from gluconolactone. The reaction sequence allows the recovery of reagents and the use of bio-friendly chemicals and solvents, and can easily be scaled up. The reaction product on a >100 gram scale can be purified by a single purification method, such as distillation or precipitation. The overall yield is above 50%.

OXIDATION PROCESS TO PRODUCE 5-(ALKOXYCARBONYL)FURAN-2-CARBOXYLIC ACIDS (ACFC)

Disclosed herein is a very efficient method to make 5-(alkoxycarbonyl)furan-2-carboxylic acids (ACFC) from feedstocks comprised of furoates. When a feedstock comprised of methyl 5-methylfuran-2-carboxylate (MMFC) is used a product comprised of (5-(methoxycarbonyl)furan-2-carboxylic acid (MCFC) is obtained in high yield.

OXIDATION PROCESS TO PRODUCE 5-(ALKOXYCARBONYL)FURAN-2-CARBOXYLIC ACIDS (ACFC)

Disclosed herein is a very efficient method to make 5-(alkoxycarbonyl)furan-2-carboxylic acids (ACFC) from feedstocks comprised of furoates. When a feedstock comprised of methyl 5-methylfuran-2-carboxylate (MMFC) is used a product comprised of (5-(methoxycarbonyl)furan-2-carboxylic acid (MCFC) is obtained in high yield.

ORGANOTIN CATALYSTS IN ESTERIFICATION PROCESSES OF FURAN-2,5-DICARBOXYLIC ACID (FDCA)

A method for preparing sugar-based mono and diesters is described. The process entails the esterification of 2,5-furan-dicarboxylic acid (FDCA) with an alcohol in the presence of low loadings of a homogeneous organotin (IV) catalyst.

Aerobic Oxidation and Oxidative Esterification of 5-Hydroxymethylfurfural by Gold Nanoparticles Supported on Nanoporous Polymer Host Matrix

The aerobic oxidation and oxidative esterification of 5-hydroxymethylfurfural (HMF) catalyzed by gold nanoparticles (AuNPs) supported on a semicrystalline nanoporous multiblock copolymer matrix consisting of syndiotactic poly(styrene)-cis-1,4-poly(butadiene) (sPSB) have been investigated. Depending on the reaction parameters (support nanoporosity, presence of water, solvent, temperature, cocatalyst, oxygen pressure), the conversion of HMF can be finely addressed to the formation of the desired oxidation product, such as 2,5-diformylfuran (DFF), 5-formylfuran-2-carboxylic acid (FFCA), methyl 5-(hydroxymethyl)furan-2-carboxylate (MHMFC), dimethyl furan-2,5-dicarboxylate (DMFC), and furan-2,5-dicarboxylic acid (FDCA), under optimized reaction conditions. The AuNP–sPSB catalyst is highly effective and selective because the polymer support acts as a conveyor and concentrator of the reactants toward the catalytic sites.

REACTIVE DISTILLATION PROCESS FOR THE ESTERIFICATION OF FURANDICARBOXYLIC ACID

Disclosed are processes for producing the dialkyl ester of 2,5-furan dicarboxylic acid by contacting a feed containing 2,5-furan dicarboxylic acid and a high boiling solvent with an alcohol in the presence of a solid acid catalyst using reactive distillation.