6163-35-5

Usage

Uses

Used in Carbohydrate Chemistry Research:
2,3,4,6-tetra-O-methyl-alpha-D-glucose is used as a reference compound for analyzing the reactivity and selectivity of catalysts in chemical reactions. Its unique methylation pattern allows researchers to study the influence of methyl groups on the chemical behavior of glucose and related compounds.
Used in Analytical Techniques:
In the field of analytical chemistry, 2,3,4,6-tetra-O-methyl-alpha-D-glucose serves as a standard reference material in techniques such as gas chromatography and mass spectrometry. It aids in the identification and quantification of sugars and related compounds, ensuring accurate and reliable results in various analyses.
Used in Material Science:
2,3,4,6-tetra-O-methyl-alpha-D-glucose has potential applications in the development of novel materials due to its unique structural properties and reactivity. Its ability to interact with other molecules and form new compounds can be harnessed to create innovative materials with specific properties for various applications.
Used in Pharmaceutical Development:
Owing to its unique structural features, 2,3,4,6-tetra-O-methyl-alpha-D-glucose may have potential applications in the development of new pharmaceuticals. Its reactivity and ability to form derivatives can be utilized to create new drug candidates with improved properties, such as enhanced solubility, stability, or targeted delivery.

InChI:InChI=1/C10H20O6/c1-13-6-7(12)9(15-3)10(16-4)8(5-11)14-2/h5,7-10,12H,6H2,1-4H3/t7-,8+,9-,10-/m1/s1

Upstream product

• 186581-53-3 diazomethane 
• 482-35-9 quercetin-3-O-glucoside 
• 74-88-4 methyl iodide 
• 1633-35-8 1,2,3,4,2',3',4',6'-octa-O-methylgentiobiose 
• 23445-00-3 swertianolin 
• 41670-15-9 C₆₆H₁₁₆O₂₄ 
• 90138-33-3 C₅₇H₉₄O₁₈ 
• 67-56-1 methanol 

Downstream Products

• 132984-59-9 2,3,4,6-Tetra-O-methyl-D-glucose-4-nitrobenzolsulfonylhydrazon 
• 70337-31-4 (2R,3R,4S,5R)-6,6-Bis-benzylsulfanyl-1,3,4,5-tetramethoxy-hexan-2-ol 
• 162119-07-5 (2S,3R,4R,5R)-2,3,4,6-Tetrakis-benzyloxy-5-hydroxy-hexanal O-methyl-oxime 
• 118715-41-6 (S)-4-(tert-Butyl-diphenyl-silanyloxy)-5-methoxy-pentanoic acid (2S,3R,4S,5R,6R)-3,4,5-trimethoxy-6-methoxymethyl-tetrahydro-pyran-2-yl ester 
• 118715-40-5 (S)-4-(tert-Butyl-diphenyl-silanyloxy)-5-methoxy-pentanoic acid (2R,3R,4S,5R,6R)-3,4,5-trimethoxy-6-methoxymethyl-tetrahydro-pyran-2-yl ester 
• 118715-11-0 2,3,4,6-Tetra-O-methyl-β-D-glucopyranosyl 2,3-O-isopropylidene-5-O-methyl-4-O-(tert-butyldiphenylsilyl)-D-ribonate 
• 118715-11-0 2,3,4,6-Tetra-O-methyl-α-D-glucopyranosyl 2,3-O-isopropylidene-5-O-methyl-4-O-(tert-butyldiphenylsilyl)-D-ribonate 
• 118715-11-0 (4S,5R)-5-[(R)-1-(tert-Butyl-diphenyl-silanyloxy)-2-methoxy-ethyl]-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid (2S,3R,4S,5R,6R)-3,4,5-trimethoxy-6-methoxymethyl-tetrahydro-pyran-2-yl ester 
• 118715-11-0 (4S,5R)-5-[(R)-1-(tert-Butyl-diphenyl-silanyloxy)-2-methoxy-ethyl]-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid (2R,3R,4S,5R,6R)-3,4,5-trimethoxy-6-methoxymethyl-tetrahydro-pyran-2-yl ester 
• 139535-12-9 2,3,4,6-tetra-O-methyl-1-O-(2-nitrobenzenesulfenyl)-β-D-glucopyranose 
• 139535-11-8 2,3,4,6-tetra-O-methyl-1-O-(2-nitrobenzenesulfenyl)-α-D-glucopyranose 
• 7434-09-5 tetra-O-methyl-N-phenyl-α-D-glucopyranosylamine 
• 753490-95-8 2,4-dinitrophenyl 2,3,4,6-tetra-O-methyl-β-D-glucopyranoside 
• 194208-47-4 C₂₄H₄₃N₂O₇P 

Relevant academic research and scientific papers

Antibacterial activity of a triterpenoid saponin from the stems of Caesalpinia pulcherrima Linn.

A new compound 1 was isolated from the methanolic extract of the stems of the Caesalpinia pulcherrima Linn. along with a reported compound (2) 3-O-β-D-glucopyranosyl-(1→4)-β-D-xylopyranosyl-(1→3)-α-L-rhamnopyranosyl-(1→2)-α-L-arabinopyranosyl hederagenin 28-O-β-D-glucopyranosyl-(1→6)-β-D-glucopyranosyl ester. The new compound 1 has m.p. 272–274°C, m.f. C46H74O17, [M]+ m/z 898. It was characterised as 3-O-β-D-glucopyranosyl-(1→4)-α-L-arabinopyranosyl hederagenin 28-O-β-D- xylopyranosyl ester by various colour reactions, chemical degradations and spectral analyses. Antibacterial activity of compound 1 was screened against various Gram-positive and Gram-negative bacteria and showed significant results.

Characterization of a novel polysaccharide with anti-colon cancer activity from Lactobacillus helveticus MB2-1

The present study aimed at investigating the potential anti-colon cancer activity of three purified exopolysaccharides fractions (LHEPS-1, LHEPS-2 and LHEPS-3) from the Lactobacillus helveticus MB2-1. The experimental evidence showed that LHEPS-1 significantly inhibited cell proliferation of human colon cancer Caco-2 cells in both time- and concentration-dependent manners. In contrast, no significant improvements of the inhibitory effects of LHEPS-2 and LHEPS-3 on Caco-2 cells were observed with increasing sample concentrations or prolonged incubation time. Furthermore, the structure of LHEPS-1 was elucidated using methylated analysis, gas chromatography-mass spectroscopy (GC-MS) and nuclear magnetic resonance spectroscopy (NMR), including one- and two-dimensional nuclear magnetic resonance (1D and 2D NMR). Results indicated that the LHEPS-1 consisted of a decasaccharide repeating unit with the following structure (n≈122): Our results suggested that the LHEPS-1 produced by L. helveticus MB2-1 might be suitable for using as natural anti-colon cancer drugs and functional foods ingredients.

Purification and structural investigation of a water-soluble polysaccharide from Flammulina velutipes

A novel water-soluble heteropolysaccharide FVP60-B was extracted from the fruiting bodies of Flammulina velutipes with boiling water and purified by Sephacryl S-300 and S-400, which molecular weight was estimated to be 1.3 × 104 Da by HPLC. It

Microwave-accelerated methylation of starch

A novel microwave-accelerated method for methylating soluble starch is described. Soluble starch could be fully methylated in 72% yield within 4.66 min using iodomethane and 30% potassium hydroxide under microwave irradiation. The completely methylated starch thus obtained was hydrolyzed with 60% HCO2H for 1.5 min under 80% MW power, followed by 0.05 M H2SO4 for 2.0 min under 100% MW power. The partially methylated monosaccharides were separated by preparative paper chromatography and identified by their melting points and optical rotations.

Sulfenate intermediates in the sulfoxide glycosylation reaction

The sulfoxide glycosylation reaction works remarkably well for many difficult glycosylations. We attribute this in part to the fact that an extremely reactive intermediate can be generated rapidly under mild conditions at low temperature. We find that ano

Activation of selenoglycosides by photoinduced electron transfer

The activation of selenoglycosides is achieved by photo-induced electron transfer between aromatic compounds and the phenylselenyl group, while cleavage of the C-Se bond of the resulting radical cation generates a glycosyl cation that reacts with various alcohols to give the O-glycosides.

New Phenolic Components from Dalbergia Volubilis

Phytochemical examination of non green branches of Dalbergia volubilis on extensive column and preparative thin layer chromatography yielded twelve compounds eight of which are already known compounds and were identified as sitosterol, 7-hydroxy-4-methyl-coumarin, dalbergin, biochanin-A, umbelliferone, p-hydroxy cinnamic acid, kaempferol and quercetin-3-O-glucoside.The other four compounds were new natural products, three of which were identified as novel 4-phenyl-2H-1-benzopyran-2-ones while the fourth one was a new 12a-hydroxy rotenoid.The structure of these new compounds has been established on the basis of chemical and spectral evidences and through derivatization, as 4',7-dihydroxy-3'-methoxy-4-phenyl-2H-1-benzopyran-2-one, 3',7-dihydroxy-4',5-dimethoxy-2H-1-benzopyran-2-one, 3',7-dihydroxy4',5-dimethoxy-6-formyl-2H-1-benzopyran-2-one and a complex rotenoid determined to be as (VII).The co-occurence of 4-methyl-2H-1-benzopyran-2-ones, 4-phenyl-2H-1-benzopyran-2-ones, isoflavones and rotenoids is of interest from biogenetic considerations.

TRITERPENE GLYCOSIDES OF Salsola micranthera. II. THE STRUCTURE OF SALSOLOSIDE E

A new triterpene glycoside - salsoloside E - has been isolated from the epigeal part of the plant Salsola micranthera Botsch. family Chenopodiaceae.On the basis of chemical transformations and physicochemical characteristics its structure has been established as oleanoic acid 28-O-β-D-glucopyranoside 3-O-2)>4)>-β-D-glucuronopyranoside>.

DUNAWITHANINES A AND B, THE FIRST WITHANOLIDE GLYCOSIDES FROM DUNALIA AUSTRALIS

Withanolide D, 7β-acetoxy-withanolide D and two new withanolide glycosides, named dunawithanines A and B, were isolated from Dunalia australis.From physical data and chemical transformations, the structures of the new compounds were determined as (20R,22R)-O(3)--3β,20-dihydroxy-1α-acetoxy-witha-5,24-dienolide and the corresponding O(3)-x)-β-D-glucopyranosyl> compound, representing the first withanolide glycosides found in the plant kingdom. - Key Word Index: Dunalia australis; Solanaceae; withanolide glycosides; steroidal lactones; dunawithanines A and B.