13224-95-8

Basic information

• Product Name: 3-O-methyl-β-D-glucopyranose
• Synonyms: 3-O-methyl-β-D-glucopyranose
• CAS NO: 13224-95-8
• Molecular Weight: 194.185
• Mol File: 13224-95-8.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 3-O-methyl-β-D-glucopyranose(CAS DataBase Reference)
• NIST Chemistry Reference: 3-O-methyl-β-D-glucopyranose(13224-95-8)
• EPA Substance Registry System: 3-O-methyl-β-D-glucopyranose(13224-95-8)

Safety Data

• Hazardous Substances Data: 13224-95-8(Hazardous Substances Data)

Upstream product

• 38-26-6 holothurin A 
• 97834-06-5 (3aR,5R,6S,6aR)-5-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-6-methoxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]-dioxol 
• 582-52-5 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 
• 2847-00-9 1,2:5,6-di-O-isopropylidene-α-D-hexofuran-3-ulose 
• 14686-89-6 (1,2:5,6)-di-O-isopropylidene-D-gulose 
• 29587-01-7 5-[2,2-dimethyl-(4R)-1,3-dioxolan-4-yl]-2,2-dimethyl-(3aR,5R,6R,6aR)-perhydrofuro[2,3-d][1,3]dioxol-6-yl methyl ether 
• 54649-66-0 1,2:5,6-di-O-isopropylidene-α-D-gulose 

Downstream Products

• 126874-18-8 (S,S)-1,2:4,6-di-O-benzylidene-3-O-methyl-α-D-gulose 
• 126797-42-0 (S)-4,6-O-benzylidene-3-O-methyl-D-gulose 

Relevant articles and documents

Systematic Hydrogen-Bond Manipulations To Establish Polysaccharide Structure–Property Correlations

A dense hydrogen-bond network is responsible for the mechanical and structural properties of polysaccharides. Random derivatization alters the properties of the bulk material by disrupting the hydrogen bonds, but obstructs detailed structure–function correlations. We have prepared well-defined unnatural oligosaccharides including methylated, deoxygenated, deoxyfluorinated, as well as carboxymethylated cellulose and chitin analogues with full control over the degree and pattern of substitution. Molecular dynamics simulations and crystallographic analysis show how distinct hydrogen-bond modifications drastically affect the solubility, aggregation behavior, and crystallinity of carbohydrate materials. This systematic approach to establishing detailed structure–property correlations will guide the synthesis of novel, tailor-made carbohydrate materials.

The Synthesis and Reactivity of Cyclic Thiocarbonates Derived from Some Carbohydrate 1,2-Diols

The attempted synthesis of several carbohydrate 1,2-diols is reported, together with the transformation of two of these diols into cyclic thiocarbonates, namely 4,6-O-benzylidene-3-O-methyl-1,2-O-thiocarbonyl-α-D-glucose and 3,4-O-isopropylidene-1,2-O-thiocarbonyl-β-D-arabinose.The treatment of these thiocarbonates, and a furanose 1,2-thiocarbonate previously prepared by Mukaiyama, with methyl halides and with tributyltin hydride is discussed.A single-crystal X-ray diffraction study of 3,4-O-isopropylidene-1,2-O)-thiocarbonyl-β-D-arabinose is recorded.

Marine natural products. VIII. Bioactive triterpene-oligoglycosides from the sea cucumber Holothuria leucospilota Brandt (2). Structure of holothurin A

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