5837-72-9

Usage

Uses

Used in Food and Beverage Industry:
Fumaraldehydic acid methyl ester is used as a flavoring agent to impart a fruity aroma and taste to various food and beverage products.
Used in Perfume Production:
Fumaraldehydic acid methyl ester is used as a component in the production of perfumes, contributing to the creation of unique and pleasant fragrances.
Used in Chemical Synthesis:
Fumaraldehydic acid methyl ester serves as a chemical intermediate in the synthesis of other organic compounds, playing a crucial role in the development of new chemical products.

Upstream product

• 623-43-8 crotonic acid methyl ester 
• 1515-80-6 sorbic acid methyl ester 
• 689-89-4 (2E,4E)-methylhexa-2,4-dienoate 
• 67-56-1 methanol 
• 31004-27-0 3-chlorofuran-2(5H)-one 
• 57314-32-6 methyl (Z)-4-oxobut-2-enoate 
• 4437-06-3 trans-β-formylacrylic acid 
• 74-88-4 methyl iodide 
• 29576-13-4 methyl 4-hydroxy-2-butenoate 
• 166819-46-1 Methyl (Z)-4-hydroperoxy-4-methoxy-2-butenoate 
• 32815-00-2 monofumaraldehyde dimethylacetal monomethylester 
• 53892-48-1 (2Z,4Z)-hexadienoic acid methyl ester 
• 6932-46-3 (2Z,4E)-hexadienoic acid methyl ester 
• 25414-22-6 2-methoxyfuran 

Downstream Products

• 62222-81-5 (E)-methyl 4-cyclohexylidenebut-2-enoate 
• 5460-63-9 methyl (dl)-trans-chrysanthemate 
• 25090-19-1 methyl (2E,4E)-6-(4-methoxyphenyl)-2,4-hexadienoate 
• 2756-87-8 methyl hydrogen fumarate 
• 689-89-4 (2E,4E)-methylhexa-2,4-dienoate 
• 78647-11-7 methyl-6-formyl-3-cyclohexenecarboxylic acid 
• 4493-42-9 methyl (2E,4Z)-deca-2,4-dienoate 
• 7328-33-8 methyl (2E,4E)-decadienoate 
• 442160-10-3 (2E,5E)-(Ss)-methyl 4-hydroxy-5-(p-tolylsulfinyl)-2,5-tetradecadienoate 
• 447462-51-3 (R)-4-oxo-2-(4-pyrrolidin-1-yl-phenyl)-butyric acid methyl ester 
• 447462-59-1 (R)-2-(4-dimethylamino-2-methylphenyl)-4-oxobutyric acid methyl ester 
• 447462-08-0 (R)-4-oxo-2-(4-dimethylamino-2-methoxyphenyl)-butyric acid methyl ester 
• 447462-70-6 (R)-4-oxo-2-(4-dimethylamino-2-chlorophenyl)-butyric acid methyl ester 

Relevant academic research and scientific papers

Macrocyclisation of macrodiolide with dimethylaluminium methaneselenolate

Dimethylaluminium methaneselenolate (Me2AlSeMe, 1) acts as an acyl transfer agent for esterification. In cases of direct macrolactonisation (n = 10-12), this selenium-aluminium complex preferentially creates symmetric macrodiolides rather than macrolides. The factors determining macrodilactonisation were investigated and applied toward the total synthesis of norpyrenophorin, which result in a macrodilactonisation yield of 64 %. Dimethylaluminium methaneselenolate (Me2AlSeMe, 1) acts as an acyl transferagent for esterification. In cases of direct macrolactonisation (n = 10-12), this selenium-aluminium complex preferentiallycreates symmetric macrodiolides rather than macrolides. The factors determining macrodilactonisation were investigated and applied toward the total synthesis of nor-pyrenophorine. Copyright

NOVEL IDO INHIBITORS AND METHODS OF USE THEREOF

Novel indolearaine 2, 3-dioxygenase (IDO) inhibitors, compositions comprising the same, and methods of use thereof are disclosed.

Photochemical studies on ladderane formation from conjugated esters in solution or solid phase

This letter describes a combined photochemical and X-ray crystallographic study of routes for the synthesis of cyclobutane or ladderane structures by a [2+2]-cycloaddition pathway and leads to a clearer definition of the 3-D structural requirements for su

Chloroperoxidase-catalyzed oxidation of conjugated dienoic esters

The chloroperoxidase (CPO)-catalyzed oxidations of dienes conjugated to an ester group were studied using tert-butyl hydroperoxide as the terminal oxidant.

A new method for synthesis of allenes, including an optically active form, from aldehydes and alkenyl aryl sulfoxides by sulfoxide-metal exchange as the key reaction and an application to a total synthesis of male bean weevil sex attractant

The sulfoxide-metal exchange reaction of β-acetoxy sulfoxides or β-mesyloxy sulfoxides, which were derived from alkenyl aryl sulfoxides and aldehydes in two steps, with a Grignard reagent or alkyllithium at low temperature gave allenes in good yields. Optically active allenes were synthesized starting from optically active 2-substituted ethenyl p-tolyl sulfoxides. A synthesis of (-)-methyl (E)-2,4,5-tetradecatrienoate, a male bean weevil sex attractant, was realized by this method.

Stereoselective synthesis of methyl and ethyl (2E,4Z)-2,4-decadienoates from (E)-4,4-dimethoxy-2-butenal

Methyl and ethyl (2E,4Z)-2,4-decadienoates were synthesized starting from (E)-4,4-dimethoxy-2-butenal.

Synthesis of the methyl ester of tritium-labeled AK-toxin I, a host-specific toxin produced by Alternaria alternata Japanese pear pathotype

AK-toxin I, a host-specific toxin to Japanese pear (Pyrus serotina), was synthesized as its methyl ester from three precursor fragments: conjugated diene-carboxylic acid, chiral epoxyalcohol and β-methylphenylalanine. The epoxyalcohol fragment was derived from D-fructose, in which effective homologation of the hemiacetal carbon to alkyne by using dimethyl 1-diazo-2-oxopropylphosphonate was the key reaction. The diene-carboxylic acid fragment was prepared by repeated Wittig reactions, and was combined with the epoxyalcohol fragment by the Stille reaction. Esterification of the combined product with the stereochemically-pure β-methylphenylalanine fragment afforded the target compound. This method was used to prepare the methyl ester of tritium-labeled AK-toxin I with a specific radioactivity of 213 GBq/mmol.

Methyl (2E,4Z,6Z)-deca-2,4,6-trienoate, a thermally unstable, sex-specific compound from the stink bug Thyanta pallidovirens

Sexually mature male stink bugs, Thyanta pallidovirens, release a male-specific blend of volatiles, including several sesquiterpene hydrocarbons, and the highly conjugated ester methyl (2E,4Z,6Z)-deca-2,4,6-trienoate 1. The latter compound was synthesized, and found to rearrange under GC conditions via a 1,7 sigmatropic rearrangement.