3885-29-8

Basic information

• Product Name: methyl 5-oxotetrahydrofuran-2-carboxylate
• Synonyms: methyl 5-oxotetrahydrofuran-2-carboxylate
• CAS NO: 3885-29-8
• Molecular Formula: C₆H₈O₄
• Molecular Weight: 144.12532
• Mol File: 3885-29-8.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: methyl 5-oxotetrahydrofuran-2-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 5-oxotetrahydrofuran-2-carboxylate(3885-29-8)
• EPA Substance Registry System: methyl 5-oxotetrahydrofuran-2-carboxylate(3885-29-8)

Safety Data

• Hazardous Substances Data: 3885-29-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Methyl 5-oxotetrahydrofuran-2-carboxylate serves as a crucial building block in organic synthesis, particularly for the production of pharmaceuticals. Its versatile chemical properties allow it to be incorporated into the development of various medicinal compounds, contributing to the creation of new drugs and therapeutic agents.
Used in Agrochemical Industry:
Similarly, in the agrochemical sector, methyl 5-oxotetrahydrofuran-2-carboxylate is utilized as a key intermediate in the synthesis of different agrochemicals. Its role in this industry is pivotal for the development of pesticides, herbicides, and other agricultural chemicals that are essential for enhancing crop protection and yield.
Used in Heterocyclic Compounds Synthesis:
Methyl 5-oxotetrahydrofuran-2-carboxylate is also employed in the synthesis of various heterocyclic compounds. Its distinctive structure makes it an ideal precursor for the formation of complex heterocyclic rings, which are prevalent in many biologically active molecules and have applications in medicine, materials science, and other fields.

Upstream product

• 67-56-1 methanol 
• 4344-84-7 5-oxo-tetrahydro-furan-2-carboxylic acid 
• 6312-54-5 N,N-dimethyl-(L)-glutamic acid 
• 75-91-2 tert.-butylhydroperoxide 
• 504-02-9 1,3-cylohexanedione 

Downstream Products

• 21461-85-8 (S)-(+)-tetrahydro-5-oxo-2-furancarboxylic acid methyl ester 

Relevant articles and documents

Metal-catalyzed reductive deamination of glutamic acid to bio-based dimethyl glutarate and methylamines

Glutamic acid is a promising renewable platform molecule which is abundantly available in biomass waste streams; it is also efficiently manufactured by fermentation. Here we report the reductive deamination of glutamic acid to bio-based dimethyl glutarate and methylamines. In order to recycle nitrogen in an industrially relevant co-product, glutamic acid was modified to N,N-dimethylglutamic acid by a mild reductive alkylation with Pd/C. Subsequently, selective C-N hydrogenolysis in methanol resulted in dimethyl glutarate and trimethylamine. A wide screening of transition metals (Pt, Pd, Rh and Ru) immobilized on various supports showed that the highest yields of dimethyl glutarate were obtained with Pt/TiO2. An FTIR study and kinetic experiments on metal-loaded and unloaded supports demonstrate that the interplay between the metal and the moderate acidity of the support results in the excellent C-N hydrogenolysis activity and selectivity. Finally, reaction parameter optimization resulted in 81% yield of dimethyl glutarate with 1 wt% Pt/TiO2 at 225 °C, 30 bar H2 after 8 h.

Oxidation of β-dicarbonyl compounds with tert-butyl hydroperoxide in the presence of vanadyl acetylacetonate

Oxidation of β-dicarbonyl compounds with tert-butyl hydroperoxide in the presence of vanadyl acetylacetonate (benzene, 20°C) involves the activated methylene group with intermediate formation of trioxo derivatives and is accompanied by decomposition of carbon skeleton. The oxidation products are carbon dioxide, carboxylic acids, and tert-butyl and peroxy esters derived from the latter.