56297-90-6

Basic information

• Product Name: (3R,4R,5R)-3-butyl-4,5-dihydro-4-hydroxy-5-methyl-2(3H)-furanone
• CAS NO: 56297-90-6
• Molecular Weight: 172.224
• Mol File: 56297-90-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (3R,4R,5R)-3-butyl-4,5-dihydro-4-hydroxy-5-methyl-2(3H)-furanone(CAS DataBase Reference)
• NIST Chemistry Reference: (3R,4R,5R)-3-butyl-4,5-dihydro-4-hydroxy-5-methyl-2(3H)-furanone(56297-90-6)
• EPA Substance Registry System: (3R,4R,5R)-3-butyl-4,5-dihydro-4-hydroxy-5-methyl-2(3H)-furanone(56297-90-6)

Safety Data

• Hazardous Substances Data: 56297-90-6(Hazardous Substances Data)

Upstream product

• 2417-93-8 propyllithium 
• 98716-99-5 coprinuslactone 

Downstream Products

• 115093-30-6 (R)-(-)-5-methyl-3-n-butyl-2(5H)-furanone 
• 98587-10-1 (S)-3-n-butyl-5-methylfuran-2(5H)-one 

Relevant articles and documents

Synthetic Opportunities Offered by Anti α-Methylene-β-hydroxy-γ-alkoxy Esters: Stereoselective Reactions at the Double Bond

Addition of tert-butyl β-(dimethylamino)propionate to (S)-O-lactaldehyde and (R)-2,3-O-isopropylideneglyceraldehyde gave, after N-methylation and elimination α-methylene-β-hydroxy-γ-alkoxy esters in fairly good yield (40-60percent) and a high anti-syn ratio (7-12:1).These esters were easily lactonized, by acidic treatment, to the corresponding α-methylene-β-hydroxy-γ-butyrolactones.The double bond of these compounds was submitted to various reactions (cuprate addition, reduction, dihydroxylation).The stereoselectivity of these reactions was studied and ranged from poor to good depending on the specific substrate and reaction used.Acyclic substrates proved to be more selective than the corresponding γ-lactones.The stereoconfiguration of the products was assigned by comparison to known compounds (blastmycinolactol-a, epi-D-hamamelose).