6087-42-9

Basic information

• Product Name: 1-O-Methyl-2-deoxy-α-D-lyxo-hexopyranose 3,4,6-triacetate
• Synonyms: 1-O-Methyl-2-deoxy-α-D-lyxo-hexopyranose 3,4,6-triacetate;Methyl 3-O,4-O,6-O-triacetyl-2-deoxy-α-D-lyxo-hexopyranoside
• CAS NO: 6087-42-9
• Molecular Formula: C13H20O8
• Molecular Weight: 304.2931
• Mol File: 6087-42-9.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-O-Methyl-2-deoxy-α-D-lyxo-hexopyranose 3,4,6-triacetate(CAS DataBase Reference)
• NIST Chemistry Reference: 1-O-Methyl-2-deoxy-α-D-lyxo-hexopyranose 3,4,6-triacetate(6087-42-9)
• EPA Substance Registry System: 1-O-Methyl-2-deoxy-α-D-lyxo-hexopyranose 3,4,6-triacetate(6087-42-9)

Safety Data

• Hazardous Substances Data: 6087-42-9(Hazardous Substances Data)

Upstream product

• 4098-06-0 triacetyl-D-galactal 
• 245730-35-2 (2R,3S,4S,5S,6R)-6-(acetoxymethyl)-3-iodotetrahydro-2H-pyran-2,4,5-triyl triacetate 
• 4163-60-4 β-D-galactose peracetate 
• 1949-89-9 2-deoxy-D-galactose 
• 108-24-7 acetic anhydride 
• 53008-81-4 methyl 3,4,6-tri-O-acetyl-2-deoxy-2-iodo-α-D-taloside 
• 67-56-1 methanol 
• 3971-45-7 methyl 2-deoxy-α-D-galactopyranoside 

Relevant articles and documents

Synthesis of 2-Deoxy Sugars from Glycals

-

TMSBr-mediated solvent- and work-up-free synthesis of α-2-deoxyglycosides from glycals

The thio-additions of glycals were efficiently promoted by a stoichiometric amount of trimethylsilyl bromide (TMSBr) to produce S-2-deoxyglycosides under solvent-free conditions in good to excellent yields. In addition, with triphenylphosphine oxide as an additive, the TMSBr-mediated direct glycosylations of glycals with a large range of alcohols were highly α-selective.

A new aspect of the reactivity of sodium dithionite provides a facile route to 2-deoxy-α-glycosides

Sodium dithionite, which is known to cause dehalogenation of α-halo carbonyl compounds, also induces dehalogenation of protected 2-iodo-2-deoxyglycosides. Combined with the well-known iodonium-mediated haloalkoxylation, this reaction provides an easy, mild and highly stereoselective route for preparation of 2-deoxy-α-glycosides from glycals.