565434-20-0

Basic information

• Product Name: 2(5H)-Furanone, 5-hydroxy-3-[(1S)-1-hydroxyethyl]-4-methyl- (9CI)
• Synonyms: 2(5H)-Furanone, 5-hydroxy-3-[(1S)-1-hydroxyethyl]-4-methyl- (9CI)
• CAS NO: 565434-20-0
• Molecular Formula: C7H10O4
• Molecular Weight: 158.1519
• Product Categories: ALCOHOL;ACETYLGROUP
• Mol File: 565434-20-0.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2(5H)-Furanone, 5-hydroxy-3-[(1S)-1-hydroxyethyl]-4-methyl- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 2(5H)-Furanone, 5-hydroxy-3-[(1S)-1-hydroxyethyl]-4-methyl- (9CI)(565434-20-0)
• EPA Substance Registry System: 2(5H)-Furanone, 5-hydroxy-3-[(1S)-1-hydroxyethyl]-4-methyl- (9CI)(565434-20-0)

Safety Data

• Hazardous Substances Data: 565434-20-0(Hazardous Substances Data)

Upstream product

• 565434-28-8 (5R)-3-[(1R)-1-hydroxyethyl]-5-{[(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl]oxy}-4-methylfuran-2(5H)-one 
• 565434-37-9 (5R)-3-[(1S)-1-hydroxyethyl]-5-{[(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl]oxy}-4-methylfuran-2(5H)-one 

Relevant articles and documents

Bioactive butenolides from Streptomyces antibioticus Tü 99: Absolute configurations and synthesis of analogs

The four furanones (butenolides) 1-4, which had been isolated from the fermentation broth of Streptomyces antibioticus Tü 99 and in preliminary tests had been shown to be biologically active, were synthesized by reaction of the readily available furanones 9 or 16 with 2-methylpropanal or 2-methylbutanal. In addition, a series of analogs was prepared in a similar way from 16 using different aldehydes. The hitherto unknown absolute configurations of the natural products 1-4 as well as those of all the analogs prepared were determined with Mosher's NMR method and/or X-ray crystallography. Some of the compounds synthesized proved to be active in the quorum sensing system of Chromobacterium violaceum.