1137449-92-3

Basic information

• Product Name: ethyl 4,5-dimethyl-2-oxo-5-phenyl-2,5-dihydrofuran-3-carboxylate
• Synonyms: ethyl 4,5-dimethyl-2-oxo-5-phenyl-2,5-dihydrofuran-3-carboxylate
• CAS NO: 1137449-92-3
• Molecular Weight: 260.29
• Mol File: 1137449-92-3.mol

Chemical Properties

• CAS DataBase Reference: ethyl 4,5-dimethyl-2-oxo-5-phenyl-2,5-dihydrofuran-3-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 4,5-dimethyl-2-oxo-5-phenyl-2,5-dihydrofuran-3-carboxylate(1137449-92-3)
• EPA Substance Registry System: ethyl 4,5-dimethyl-2-oxo-5-phenyl-2,5-dihydrofuran-3-carboxylate(1137449-92-3)

Safety Data

• Hazardous Substances Data: 1137449-92-3(Hazardous Substances Data)

Upstream product

• 3155-01-9 3-hydroxy-3-phenyl-butan-2-one 
• 105-53-3 diethyl malonate 

Downstream Products

• 1432024-49-1 C₂₁H₂₄N₂O₄ 
• 1432024-55-9 C₁₅H₁₃NO₃ 

Relevant articles and documents

C1 and N5 derivatives of cerpegin: Synthesis of a new series based on structure-activity relationships to optimize their inhibitory effect on 20S proteasome

Thirty-two new derivatives of cerpegin (1,1,5-trimethylfuro[3,4-c]pyridine- 3,4-dione) were designed and synthesized in high yield by a new method, combining several C1 and N5 substituents. All compounds were tested for their inhibitory effect on the CT-L, T-L and PA proteolytic activities of a purified mammalian 20S proteasome. Only one molecule inhibited both CT-L and PA activities. Sixteen molecules specifically inhibited PA at the micromolar range, out of which fourteen had IC50 values around 5 μM and two had IC50 values closer to 2 μM. Except in one case, neither calpain I nor cathepsin B was inhibited. In silico docking suggests a unique mode of binding of the most efficient compounds to the β1 catalytic site (PA activity) in relation to the chemical nature of C1 substituents.

Synthesis of heterospirans containing a γ-lactone ring

Reactions of α-ketols with diethyl malonate at the molar ratio 2:1 in the presence of K2CO3 were investigated. The heterospiranes obtained contained a dihydrofuran and a γ-lactone rings. The optimum conditions for the synthesis of heterospiranes were found by varying the ratio of the initial compounds: α-ketoalcohol (or 2-ethoxycarbonyl-, 2-methoxycarbonyl-, 2-cyano-3,4,4-trimethyl-2-buten-4-olides), diethyl malonate, K2CO3, by varying the environment, and also the temperature and the time of the reaction.