1133-45-5

Basic information

• Product Name: 2,3-DI-O-METHYL-D-GLUCOPYRANOSE
• CAS NO: 1133-45-5
• Molecular Formula: C₈H₁₆O₆
• Molecular Weight: 208.21
• Product Categories: Sugars, Carbohydrates & Glucosides
• Mol File: 1133-45-5.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2,3-DI-O-METHYL-D-GLUCOPYRANOSE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-DI-O-METHYL-D-GLUCOPYRANOSE(1133-45-5)
• EPA Substance Registry System: 2,3-DI-O-METHYL-D-GLUCOPYRANOSE(1133-45-5)

Safety Data

• Hazardous Substances Data: 1133-45-5(Hazardous Substances Data)

Usage

Uses

Used in Research Applications:
2,3-DI-O-METHYL-D-GLUCOPYRANOSE is used as a research compound for studying the structure-function relationships of carbohydrates and their interactions with other molecules. Its unique structure allows scientists to explore the effects of methylation on carbohydrate properties and functions.
Used in Pharmaceutical Applications:
2,3-DI-O-METHYL-D-GLUCOPYRANOSE is used as a pharmaceutical compound for potential medicinal applications. Its modified structure may offer new opportunities for drug development, particularly in the context of carbohydrate-based therapeutics.
Used in Industrial Applications:
2,3-DI-O-METHYL-D-GLUCOPYRANOSE is used as an industrial compound for potential applications in various industries. Its unique properties may be harnessed for the development of new materials or processes that benefit from the compound's specific characteristics.

Upstream product

• 80831-95-4 methyl 2-acetamido-2-deoxy-3-O-(2,3-di-O-methyl-β-D-glucopyranosyl)-4,6-di-O-methyl-α-D-glucopyranoside 
• 89837-89-8 salsoloside C permethylate 
• 77-78-1 dimethyl sulfate 
• 80831-89-6 methyl 2-acetamido-2-deoxy-4,6-di-O-methyl-3-O-(methyl 4-O-acetyl-2,3-di-O-methyl-β-D-glucopyranosyluronate)-α-D-glucopyranoside 
• 80831-90-9 methyl 2-acetamido-2-deoxy-4,6-di-O-methyl-3-O-(methyl 2,3-di-O-methyl-β-D-glucopyranosyluronate)-α-D-glucopyranoside 
• 80831-91-0 methyl 2-acetamido-2-deoxy-4,6-di-O-methyl-3-O-(2,3-di-O-methyl-β-D-glucopyranosyluronic acid)-α-D-glucopyranoside 

Relevant articles and documents

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.

Distribution of methyl substituents over branched and linear regions in methylated starches

Granular potato starch and amylopectin potato starch were methylated in aqueous suspension to molar substitutions (MS) up to 0.29. A method was developed to determine the MS of both branched and linear regions. After exhaustive digestion of the methylated starches with α-amylase, the highly branched fraction with a degree of polymerisation (DP) > 8 was separated from the linear oligomers by selective precipitation of the former in methanol. The substitution levels of branched and linear regions were determined. It was found that methylation takes place preferably at the branched regions of amylopectin and that amylose is higher substituted than linear regions of amylopectin. The distribution of methyl substituents in trimers and tetramers was determined by FABMS and compared to the outcome of a statistically random distribution. The results provided evidence for heterogeneous substituent distributions. Quantification of the degree of heterogeneity of the branched and linear regions showed a much larger deviation from random distribution in the linear regions. Copyright (C) 1998 Elsevier Science Ltd.

TRITERPENE GLYCOSIDES OF Salsola micranthera. I. STRUCTURES OF SALSOLOSIDES C AND D

New triterpene glycosides - salsolosides C and D - have been isolated from the epigeal part of Salsola micranthera Botsch.On the basis of chemical transformations and physicochemical measurements, salsoloside C has been assigned the structure of oleanolic acid 28-O-β-D-glucopyranoside 3-O-4)-β-D-glucuropyranoside>, and salsoloside D has the structure of hederagenin 28-O-β-D-glucopyranoside 3-O-4)-β-D-glucuropyranoside>.

Methyl derivatives of 2-acetamido-2-deoxy-3-O-(beta-D-glucopyranosyluronic acid)-D-glucose (hyalobiouronic acid) from methylated hyaluronic acid.

Methanolysis of methylated hyaluronic acid, followed by acetylation, gave, in 70% yield, crystalline methyl 2-acetamido-2-deoxy-4,6-di-O-methyl-3-O-(methyl 4-O-acetyl-2,3-di-O-methyl-beta-D-glucopyranosyluronate) -alpha-D-glucopyranoside. Removal of the O-acetyl and methyl ester groups gave compounds that are useful in the investigation, by 1H-n.m.r. spectroscopy, of interaction within chains of hyaluronic acid in solution.

The galactan sulphate of the red alga Polysiphonia lanosa.

The structure of the galactan sulphate of P. lanosa has been established by a combination of methylation, treatment with alkali, and partial methanolysis of the alkali-treated polysaccharide to give derivatives of agarobiose. The polysaccharide belongs to the agar class, in which 3-linked derivatives of beta-D-galactose alternate with 4-linked derivatives of alpha-L-galactose in a repeating sequence. In addition to D-galactose itself, the 3-linked units include 6-O-methyl-D-galactose, D-galactose 6-sulphate, and a hitherto unreported unit, 6-O-methyl-D-galactose 4-sulphate. The 4-linked units include L-galactose 6-sulphate, 2-O-methyl-L-galactose 6-sulphate, and 3,6-anhydro-L-galactose.