62435-72-7

Basic information

• Product Name: METHYL 2,5-DIHYDRO-2,5-DIMETHOXY-2-FURANCARBOXYLATE
• Synonyms: METHYL 2,5-DIHYDRO-2,5-DIMETHOXY-2-FURANCARBOXYLATE;Methyl 2,5-dihydro-2,5-dimethoxy-2-furancarboxylate, mixture of cis and trans;methyl 2,5-dihydro-2,5-dimethoxyfuran-2-carboxylate;METHYL 2,5-DIHYDRO-2,5-DIMETHOXY-2-FURAN -CARBOXYLATE, TECH, 85%, MIX CIS/TR;Methyl 2,5-dihydro-2,5-dimethoxy-2-furancarboxylate, GC 85%;METHYL 2,5-DIHYDRO-2,5-DIMETHOXY-2-FURANCARBOXYLATE, 85%, TECH.,MIXTURE OF CIS AND T;Methyl 2,5-dihydro-2,5-dimethoxy-2-furancarboxylate, tech.,mixture of cis and trans;2,5-Dimethoxy-2,5-dihydrofuran-2-carboxylic acid methyl ester
• CAS NO: 62435-72-7
• Molecular Formula: C₈H₁₂O₅
• Molecular Weight: 188.18
• EINECS: 263-540-8
• Product Categories: Aromatic Esters;Furan&Benzofuran;Building Blocks;Furans;Heterocyclic Building Blocks;Building Blocks;C8 to C11;Chemical Synthesis;Heterocyclic Building Blocks
• Mol File: 62435-72-7.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 118-121 °C12 mm Hg(lit.)
• Flash Point: 220 °F
• Appearance: colorless to light yellow liquid
• Density: 1.175 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0288mmHg at 25°C
• Refractive Index: n20/D 1.449(lit.)
• CAS DataBase Reference: METHYL 2,5-DIHYDRO-2,5-DIMETHOXY-2-FURANCARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 2,5-DIHYDRO-2,5-DIMETHOXY-2-FURANCARBOXYLATE(62435-72-7)
• EPA Substance Registry System: METHYL 2,5-DIHYDRO-2,5-DIMETHOXY-2-FURANCARBOXYLATE(62435-72-7)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• Hazardous Substances Data: 62435-72-7(Hazardous Substances Data)

Usage

Chemical Properties

Colorless to light yellow liqui

General Description

Methyl 2,5-dihydro-2,5-dimethoxy-2-furancarboxylate is formed during electrochemical dimethoxylation of methyl-2-furoate in ceramic electrochemical microreactor.

InChI:InChI=1/C8H12O5/c1-10-6-4-5-8(12-3,13-6)7(9)11-2/h4-6H,1-3H3/t6-,8+/m1/s1

Upstream product

• 67-56-1 methanol 
• 611-13-2 2-furoic acid methyl ester 
• 7664-93-9 sulfuric acid 
• 614-99-3 Ethyl 2-furoate 
• 90613-28-8 2,5-Dimethoxy-2,5-dihydrofuran-2-carbonsaeure-ethylester 
• 57505-57-4 (Z)-methyl 2-acetoxy-5-nitro-2,5-dihydro-2-furancarboxylate 

Downstream Products

• 74425-97-1 cyclohexyl-(2,5-dimethoxy-2,5-dihydro-[2]furyl)-ketone 
• 39658-49-6 2,5-dimethoxy-tetrahydro-furan-2-carboxylic acid methyl ester 
• 13865-19-5 4-oxobutanoic acid methyl ester 
• 13192-04-6 dimethyl 2-ketoglutarate 
• 100798-37-6 2,5-dimethoxy-2,5-dihydro-furan-2-carboxylic acid phenyl ester 
• 32527-70-1 4ξ,6-dimethoxy-3-(4-nitro-phenyl)-(3ar,6ac)-3a,4,6,6a-tetrahydro-furo[3,4-d]isoxazole-6ξ-carboxylic acid methyl ester 
• 32527-69-8 4ξ,6-dimethoxy-3-phenyl-(3ar,6ac)-3a,4,6,6a-tetrahydro-furo[3,4-d]isoxazole-6ξ-carboxylic acid methyl ester 
• 32527-73-4 4ξ,6ξ-dimethoxy-1,3-diphenyl-(3ar,6ac)-3a,4,6,6a-tetrahydro-1H-furo[3,4-c]pyrazole-6ξ-carboxylic acid methyl ester 
• 65880-15-1 5,5-Dimethoxy-2-<2,4.dinitrophenylhydrazon>-penten-5-saeure-1-methylester 
• 88-14-2 2-furanoic acid 
• 4093-65-6 succinic semialdehyde 2,4-dinitrophenylhydrazone 
• 3416-05-5 3'-Deoxythymidine 
• 1337877-10-7 5-(benzenesulfonyl)-1-{[(tert-butyldimethylsilyl)oxy]methyl}-4-(cyclopent-3-en-1-yloxy)cyclohexa-2,4-dien-1-ol 
• 1337876-89-7 methyl 5-(cyclohex-3-en-1-yloxy)furan-2-carboxylate 

Relevant articles and documents

Asymmetric homogeneous hydrogenation of 2,5-disubstituted furans

A homogeneous catalyst system for the asymmetric cis-hydrogenation of 2,5-disubstituted furans leading to 2′,3′-dideoxynucleoside analogues is described. Best enantioselectivities (ee values of up to 72%) were obtained with cationic rhodium complexes ligated by diphospholanes of the butiphane family. The selectivity of the hydrogenation was reversed by the addition of a base or a polar protic solvent in certain cases. Ferrocene- and proline-based systems gave significant, but lower, ee values.

A new concept for the preparation of beta-L- and beta-D-2',3'-dideoxynucleoside analogues.

[reaction: see text] A new method for the synthesis of 2',3'-dideoxynucleoside analogues has been developed. An electrochemical activation of 2-substituted furans is followed by the coupling with a pyrimidine or purine base. This gives planar furyl nucleosides as key intermediates, which are hydrogenated cis-selectively to give the corresponding beta-2',3'-dideoxynucleosides as racemic mixtures. An enzymatic kinetic resolution gives rise to beta-D- and beta-L-configured derivatives in high optical purity. This is exemplified by the synthesis of beta-D- and beta-L-3'-deoxythymidine.

Nitronium Acetate Adducts of Furan Derivatives

An improved procedure for the isolation of the main addition products of the reaction between nitronium acetate and furfural diacetate or methyl 2-furoate is described.The kinetics of the deacetylation of the diastereomeric 1,4-adducts in buffer solutions revealed a substantial primary hydrogen isotope effect.Mild acid-induced alcoholysis transformed the adducts into 2,5-dialkoxy-2,5-dihydrofurans.The reaction chemistry of the furan adducts is compared with the solvolytic pathways reported for ipso nitronium acetate adducts formed from alkylbenzenes.