82540-85-0

Basic information

• Product Name: L-threo-Penturonic acid, 4-deoxy-3-O-methyl-, gamma-lactone (9CI)
• Synonyms: L-threo-Penturonic acid, 4-deoxy-3-O-methyl-, gamma-lactone (9CI)
• CAS NO: 82540-85-0
• Molecular Formula: C6H8O4
• Molecular Weight: 144.12532
• Product Categories: ALDEHYDE
• Mol File: 82540-85-0.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 297.4±40.0 °C(Predicted)
• Appearance: /
• Density: 1.22±0.1 g/cm3(Predicted)
• CAS DataBase Reference: L-threo-Penturonic acid, 4-deoxy-3-O-methyl-, gamma-lactone (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: L-threo-Penturonic acid, 4-deoxy-3-O-methyl-, gamma-lactone (9CI)(82540-85-0)
• EPA Substance Registry System: L-threo-Penturonic acid, 4-deoxy-3-O-methyl-, gamma-lactone (9CI)(82540-85-0)

Safety Data

• Hazardous Substances Data: 82540-85-0(Hazardous Substances Data)

Upstream product

• 65371-70-2 methyl 3-((4S,4'R,5R)-2,2,2',2'-tetramethyl-[4,4'-bi(1,3-dioxolan)]-5-yl)acrylate 
• 110089-26-4 2-deoxy-3-O-methyl-D-mannono-1,4-lactone 
• 110089-27-5 2-deoxy-3-O-methyl-D-glucono-1,4-lactone 
• 82540-76-9 methyl 2-deoxy-4,5:6,7-di-O-isopropylidene-3-O-methyl-D-gluco-and-D-manno-heptonates 
• 110089-28-6 methyl 2-deoxy-4,5-O-isopropylidene-3-O-methyl-D-gluco-and-D-manno-heptonate 
• 105592-40-3 methyl trans-2,3-dideoxy-4,5-O-isopropylidene-D-arabino-hept-2-enonate 

Relevant articles and documents

A SYNTHESIS OF 2-DEOXY-3-O-METHYL-1,4-ALDONOLACTONES

A practical synthetic route to 2-deoxy-3-O-methyl-1,4-aldonolactones is achieved.Isopropylidene derivatives of aldehyde sugars 1, (free or in lactol form), reacted with methyl hydrogen malonate to give α,β-unsaturated esters 2.In the case of lactols, the R group in 2 is not identical to the R in 1 (epimerisation occurs).Base-catalysed addition of methanol to the esters 2 afforded the epimeric ethers 3, acid hydrolisis of which yielded the 2-deoxy-3-O-methyl-1,4-aldonolactones 4.Degradation of the sugar chain permitted the assignment of the absolute configuration on C-3.