594845-75-7

Basic information

• Product Name: 2-Furancarboxylicacid,2-ethyltetrahydro-5-oxo-,(2S)-(9CI)
• Synonyms: 2-Furancarboxylicacid,2-ethyltetrahydro-5-oxo-,(2S)-(9CI)
• CAS NO: 594845-75-7
• Molecular Formula: C7H10O4
• Molecular Weight: 158.15
• Product Categories: CARBOXYLICACID
• Mol File: 594845-75-7.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-Furancarboxylicacid,2-ethyltetrahydro-5-oxo-,(2S)-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Furancarboxylicacid,2-ethyltetrahydro-5-oxo-,(2S)-(9CI)(594845-75-7)
• EPA Substance Registry System: 2-Furancarboxylicacid,2-ethyltetrahydro-5-oxo-,(2S)-(9CI)(594845-75-7)

Safety Data

• Hazardous Substances Data: 594845-75-7(Hazardous Substances Data)

Usage

General Description

2-Furancarboxylic acid, 2-ethyltetrahydro-5-oxo, (2S) is a chemical compound with the molecular formula C7H10O4. Also known as 2-Ethyl-5-oxo-tetrahydrofuran-2-carboxylic acid, it is a furan derivative with a carboxylic acid functional group. 2-Furancarboxylicacid,2-ethyltetrahydro-5-oxo-,(2S)-(9CI) belongs to the class of organic compounds known as carboxylic acids and derivatives. It is used in organic synthesis and pharmaceutical research as a starting material and intermediate. The (2S) configuration indicates that this compound is optically active, meaning it has the potential to rotate the plane of polarized light.

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 articles and documents

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 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%).