1,2,3,4 - Tetra - O - acetyl - beta - D - glucopyranose, CAS No. 13100-46-4

Welcome to iChemical.com!

In the below part, please select the country you want us to ship to: Please note that once you've selected a shipping country, all pricing information on our website will be automatically updated to include door-to-door shipping to the country you specified.

North America

South America

Africa

Europe

Asia

Oceania

13100-46-4

Catalog No. EBD45015

CAS 13100-46-4

Name 1,2,3,4 - Tetra - O - acetyl - beta - D - glucopyranose

Get Quote

Basic Information

Synonyms: 1,2,3,4-tetra-O-acetyl-beta-D-glucopyranose 1,2,3,4-tetra-O-acetyl-B-D-*glucopyranose 1,2,3,4-tetra-O-acetylhexopyranose tetra-o-acetyl-b-d-glucopyranose,1,2,3,4- beta-d-glucose-2,3,4,5-tetraacetate 1,2,3,4-tetraacetyl-beta-d-glucopyranose 2,3,4,6-tetra-o-acetyl-beta-d-glucopyranose beta-d-glucose1,2,3,4-tetraacetate 1,2,3,4-tetra-o-acetyl-beta-d- beta-D-glucopyranose,1,2,3,4-tetraacetate Aceticacid(2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-hydroxymethyl-tetrahydro-pyran-2-ylester

Molecular Formula: C14H20O10

Molecular Weight: 348.3

MDL Number: MFCD00063260

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-Tetra-O-acetyl-β-D-glucopyranose is a fully acetylated derivative of D-glucose. It is a white to off-white crystalline powder with a molecular formula of C14H20O10. This compound is a key protected intermediate in carbohydrate chemistry, where the acetyl groups serve to mask the reactive hydroxyl functionalities of the parent sugar. Its primary application is as a versatile building block in the synthesis of complex oligosaccharides, glycoconjugates, and glycosylated natural products. It is extensively used in the preparation of glycosides, including various pharmaceutical intermediates and active pharmaceutical ingredients (APIs) that contain sugar moieties. The acetyl protecting groups are stable under many reaction conditions and can be selectively removed under mild basic conditions (e.g., Zemplén deacetylation) to reveal the free sugar for further chemical manipulation. As a fundamental tool in glycobiology and medicinal chemistry research, this compound facilitates the study and development of carbohydrate-based drugs, vaccines, and diagnostic agents. It is a standard reagent for introducing the glucose unit in a stereocontrolled manner. Proper handling requires standard laboratory precautions due to its potential as an irritant.

Physical Properties

Melting Point: 126-128 °C(lit.)

Boiling Point: 418.4 °C at 760 mmHg

Flash Point: 145.6 °C

Density: 1.33 g/cm3