3,4,6-Tri-O-acetyl-D-glucal, 98%, Thermo Scientific Chemicals

Catalog Number	Quantity
L14103.14 also known as L14103-14	25 g

Catalog number L14103.14

also known as L14103-14

Price (EUR)

83,40

Quantity:

Request bulk or custom format

Price (EUR)

83,40

Chemical Identifiers

CAS2873-29-2

IUPAC Name[3,4-bis(acetyloxy)-3,4-dihydro-2H-pyran-2-yl]methyl acetate

Molecular FormulaC12H16O7

InChI KeyLLPWGHLVUPBSLP-UHFFFAOYNA-N

SMILESCC(=O)OCC1OC=CC(OC(C)=O)C1OC(C)=O

Specifications

FormCrystals or powder or crystalline powder

Melting Point (clear melt)51-58°C

Appearance (Color)White

Optical Rotation-24±2° (c=1 in chloroform)

Assay (GC)≥97.5%

3,4,6-Tri-O-acetyl-D-glucal acts as a building block for the synthesis of oligosaccharides in both solution and solid-phase. Further, it is used in the preparation of D-arabino-1,5-anhydro-2-deoxy-hex-1-enitol.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
3,4,6-Tri-O-acetyl-D-glucal acts as a building block for the synthesis of oligosaccharides in both solution and solid-phase. Further, it is used in the preparation of D-arabino-1,5-anhydro-2-deoxy-hex-1-enitol.

Solubility
Soluble in chloroform and ethanol. Insoluble in water.

Notes
Moisture sensitive. Store in a cool place. Incompatible with strong oxidizing agents and strong acids.

RUO – Research Use Only

General References:

Chen, P.; Bi, B. Preparation of 2,3-unsaturated pseudoglycosides with Ferrier Rearrangement promoted by Tm(OTf)₃ as a highly efficient catalyst. Tetrahedron Lett. 2015, 56 (34), 4895-4899.
Mirabella, S.; Cardona, F.; Goti, A. Osmium-Catalyzed Tethered Aminohydroxylation of Glycals: A Stereodirected Access to 2- and 3-Aminosugars. Org. Lett. 2015, 17 (3), 728-731.