1,2,3,4,6-penta-O-acetyl-β-D-glucopyranose, CAS No. 604-69-3

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604-69-3

Catalog No. EBD2199810

CAS 604-69-3

Name 1,2,3,4,6-penta-O-acetyl-β-D-glucopyranose

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Basic Information

Synonyms: 1,2,3,4,6-penta-O-acetyl-β-D-glucopyranose acetyl2,3,4,6-tetra-o-acetyl-beta-d-glucopyranoside (3xi)-1,2,3,4,6-penta-O-acetyl-beta-D-ribo-hexopyranose β-D-Glucosepentaacetate D-b-Glucosepentaacetate beta-d-glucosepentaacetate 1,2,3,4,6-penta-o-acetyl-beta-d-glucopyranose 1,2,3,4,6-Penta-O-acetyl-beta-D-glucose

Molecular Formula: C16H24O11

Molecular Weight: 392.36

MDL Number: MFCD00006597

Categories: Medicinal Chemistry > Biochemicals and Life Science Reagents > Saccharides, Nucleosides, and Nucleotides Synthetic Chemistry > Organic Building Blocks > Other Organic Building Blocks

Product Description:

1,2,3,4,6-penta-O-acetyl-ж┬-D-glucopyranose is a peracetylated derivative of ж┬-D-glucose, where all five hydroxyl groups are protected as acetate esters. This white crystalline solid is a key protected sugar building block in carbohydrate chemistry, serving as a stable precursor for the synthesis of glycosides, oligosaccharides, and glycoconjugates. Its primary application lies in the pharmaceutical and biochemical fields, where it is used as an intermediate for preparing drug candidates, prodrugs, and biologically active molecules that require a glucose moiety. Additionally, it is widely employed as a standard substrate in enzymatic assays, particularly for studying glycosidases and glycosyltransferases, and in the synthesis of labeled sugars for metabolic tracing studies. The compound is also utilized in the development of carbohydrate-based vaccines and as a starting material for producing glucose-based surfactants and functional materials.

Physical Properties

Melting Point: 130-132 °C(lit.)

Boiling Point: 434.8 °C at 760 mmHg

Flash Point: 188.1 °C

Density: 1,274 g/cm3

Solubility: chloroform: 0.1 g/mL, clear, colorless

Refractivity: 4.5 ° (C=5, CHCl3)

Storage: 2-8°C

Analytical Data

Appearance: white to beige powder