127915-15-5

Basic information

• Product Name: 2-oxotetrahydrofuran-3-carboxylic acid methyl ester
• Synonyms: 2-oxotetrahydrofuran-3-carboxylic acid methyl ester
• CAS NO: 127915-15-5
• Molecular Weight: 144.127
• Mol File: 127915-15-5.mol
• Article Data: 15

Chemical Properties

• CAS DataBase Reference: 2-oxotetrahydrofuran-3-carboxylic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2-oxotetrahydrofuran-3-carboxylic acid methyl ester(127915-15-5)
• EPA Substance Registry System: 2-oxotetrahydrofuran-3-carboxylic acid methyl ester(127915-15-5)

Safety Data

• Hazardous Substances Data: 127915-15-5(Hazardous Substances Data)

Usage

General Description

2-Oxotetrahydrofuran-3-carboxylic acid methyl ester is a chemical compound that is derived from tetrahydrofuran, a colorless liquid commonly used as a solvent. The methyl ester of 2-oxotetrahydrofuran-3-carboxylic acid is a stable organic compound that is commonly used as a precursor in the synthesis of other organic compounds. It is also used in pharmaceutical research and drug development, as it has potential therapeutic effects and can be modified to create new drugs. Additionally, this compound can be used as a building block in organic synthesis, and it has applications in the production of specialty chemicals, flavor and fragrance compounds, and other industrial products. Overall, 2-oxotetrahydrofuran-3-carboxylic acid methyl ester has a diverse range of uses in various industries, making it a valuable and versatile chemical compound.

Upstream product

• 96-48-0 4-butanolide 
• 4525-33-1 dimethyl dicarbonate 
• 107-31-3 Methyl formate 
• 598-10-7 cyclopropane-1,1-dicarboxylic acid 
• 74-88-4 methyl iodide 
• 67-56-1 methanol 
• 108-59-8 malonic acid dimethyl ester 
• 6914-71-2 dimethyl 1,1-cyclopropanedicarboxylate 
• 616-38-6 carbonic acid dimethyl ester 

Downstream Products

• 933770-71-9 α-benzyloxymethyl-γ-lactone 
• 89941-77-5 2-methoxy-tetrahydro-furan-3-carboxylic acid methyl ester 
• 1007206-27-0 4-[4,6-dichloro-5-(2-chloroethyl)-pyrimidin-2-yl]-morpholine 
• 1178564-19-6 1-[4-[2-[bis[(4-methoxyphenyl)methyl]amino]pyrimidin-5-yl]-2-morpholino-5,6-dihydro-pyrrolo[2,3-d]pyrimidin-7-yl]ethanone 
• 1007215-41-9 4-[4-chloro-7-[(4-methoxyphenyl)methyl]-5,6-dihydropyrrolo[2,3-d]pyrimidin-2-yl]morpholine 
• 1007215-39-5 6-chloro-5-(2-chloroethyl)-N-[(4-methoxyphenyl)methyl]-2-morpholinopyrimidin-4-amine 
• 1007208-62-9 [3-[4-(2-aminopyrimidin-5-yl)-2-morpholino-5,6-dihydropyrrolo[2,3-d]pyrimidin-7-yl]phenyl]-(4-methylpiperazin-1-yl)methanone 
• 1007207-65-9 N,N-bis[(4-methoxyphenyl)methyl]-5-(2-morpholino-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrimidin-2-amine 
• 1007208-67-4 5-(2-morpholino-7-phenyl-5,6-dihydropyrrolo[2,3-d]pyrimidin-4-yl)pyrimidin-2-amine 

Relevant articles and documents

-Alkoxystannyl ethers in organic synthesis: Synthesis of functionalised γ-butyrolactones

Ozonolysis of a variety of (tetraydrofuran-2-yl)tri-n-butylstannanes affords the corresponding γ-butyrolactones in good to excellent yields. This reaction is tolerant to a range of other functional groups and provides access to substituted γ-butyrolactone

Enantioselective phase-transfer catalytic α-benzylation and α-allylation of α-tert-butoxycarbonyllactones

A new enantioselective α-benzylation and α-allylation of α-tert-butoxycarbonyllactones was devloped. α-Benzylation and α-allylation of α-tert-butoxycarbonylbutyrolactone and α-tert-butoxycarbonylvalerolactone under phase-transfer catalytic conditions (50% cesium hydroxide, toluene, -60 °C) in the presence of (S,S)-3,4,5-trifluorophenyl-NAS bromide (1 mol%) afforded the corresponding α-substituted α-tert-butoxycarbonyllactones in very high chemical yields (up to 99%) and optical yields (up to 99% ee). The synthetic potential of this method has been successfully demonstrated by the asymmetric synthesis of unnatural α-quaternary homoserines, 3-alkyl-3-carboxypyrrolidine and 3-alkyl-3-carboxypiperidine. Copyright

A Unified Strategy for the Synthesis of Difluoromethyl- And Vinylfluoride-Containing Scaffolds

Here, we report a general method for the synthesis of quaternary and tertiary difluoromethylated compounds and their vinylfluoride analogues. The strategy, which relies on a two-step sequence featuring a C-selective electrophilic difluoromethylation and either a palladium-catalyzed decarboxylative protonation or a Krapcho decarboxylation, is practical, scalable, and high yielding. Considering the generality of the method and the attractive properties offered by the difluoromethyl group, this approach provides a valuable tool for late-stage functionalization and drug development.

Lead optimization of a dihydropyrrolopyrimidine inhibitor against phosphoinositide 3-kinase (PI3K) to improve the phenol glucuronic acid conjugation

Our lead compound for a phosphoinositide 3-kinase (PI3K) inhibitor (1) was metabolically unstable because of rapid glucuronidation of the phenol moiety. Based on structure-activity relationship (SAR) information and a FlexSIS docking simulation score, aminopyrimidine was identified as a bioisostere of phenol. An X-ray structure study revealed a hydrogen bonding pattern of aminopyrimidine derivatives. Finally, aminopyrimidine derivatives 33 showed strong tumor growth inhibition against a KPL-4 breast cancer xenograft model in vivo.