594845-75-7

Usage

Uses

Used in Organic Synthesis:
2-Furancarboxylic acid, 2-ethyltetrahydro-5-oxo, (2S)-(9CI) is used as a starting material and intermediate in organic synthesis for the development of various chemical compounds.
Used in Pharmaceutical Research:
2-Furancarboxylicacid,2-ethyltetrahydro-5-oxo-,(2S)-(9CI) is also used in pharmaceutical research as a starting material and intermediate for the synthesis of potential drug candidates. Its unique structure and optical activity make it a valuable component in the development of new pharmaceuticals.

Upstream product

• 41645-30-1 2-ethyl-5-oxo-tetrahydro-furan-2-carboxylic acid ethyl ester 
• 1629-58-9 4-penten-3-one 
• 87-91-2 diethyl (2R,3R)-tartrate 
• 21835-01-8 3-ethyl-2-hydroxy-2-cyclopenten-1-one 

Relevant academic research and scientific papers

Asymmetric synthesis of tertiary 2-substituted 5-oxotetrahyrofuran-2- carboxylic acids

3-Substituted 1,2-cyclopentanediones 1 were transformed to 2-substituted 5-oxotetrahydrofuran-2-carboxylic acids 2 using a catalytic process with 0.2-0.3 equivalent of Ti(OiPr)4/tartaric ester/tBuOOH complex in up to 72% isolated yield and up to 94% ee. Different functional groups in the 3-alkyl substituent of 1 like, hydroxy, ether, Boc-amino and ester groups are tolerated.

Asymmetric synthesis of 2-alkyl-substituted 2-hydroxyglutaric acid γ-lactones

3-Alkyl-1,2-cyclopentanediones 1 are transformed into 2-alkyl-2-hydroxyglutaric acid γ-lactones 3 in up to 83% isolated yields and up to 96% ee, affording a simple access to many bioactive compounds, including diacylglycerol lactones (DAG-lactones).

Asymmetric oxidation of 3-alkyl-1,2-cyclopentanediones. Part 2: Oxidative ring cleavage of 3-alkyl-1,2-cyclopentanediones: Synthesis of 2-alkyl-γ-lactone acids

Ti(OiPr)4/diethyl tartrate/tBuOOH system oxidizes 3-alkyl-1,2-cyclopentanediones resulting in hydroxylated ring cleavage products 2-alkyl-γ-lactone acids, in high enantioselectivity (～95% ee) and satisfactory isolated yields (up to 55%).

Asymmetric oxidation of 1,2-cyclopentanediones

Cyclic 3-alkyl-1,2-cyclopentanediones undergo a direct asymmetric oxidation with the DET/Ti(OiPr)4/ tBuOOH oxidative system, resulting in enantiomeric α-hydroxy compounds and ring-cleaved hydroxylated acids (lactones) up to 95% ee. (C) 2000 Elsevier Science Ltd.