3,4,6-Tri-O-acetyl-L-glucal

3,4,6-Tri-O-acetyl-L-glucal

3,4,6-Tri-O-acetyl-L-glucal (CAS No: 63640-41-5) is an acetylated L-glucal derivative primarily used as an intermediate in carbohydrate synthesis and glycoconjugate chemistry.chemicalbook+1

Chemical Identity and Structure

Molecular Formula: C12H16O7

Molecular Weight: 272.25 g/mol

IUPAC Name: [(2S,3R,4S)-3,4-Diacetyloxy-3,4-dihydro-2H-pyran-2-yl]methyl acetate (L-stereochemistry counterpart of D-glucal derivative)

CAS No: 63640-41-5

Physical Form: White to off-white crystalline powder

Solubility: Soluble in organic solvents such as chloroform, ethanol, methanol, and insoluble in water

Melting Point: Approximately 51–55 °C (based on analogs)

Functional and Application Properties

Synthetic Intermediate: Serves as a key building block in the synthesis of oligosaccharides, glycosides, and glycoconjugates, enabling the study of carbohydrate-protein interactions and biologically active glycans.

Glycosylation Reactions: Used for the preparation of highly functionalized sugars and glycans in pharmaceutical and biochemical research.

Biotechnological Implications: Essential in the development of synthetic glycans for vaccines, therapeutics, and biochemical probes.

Stability and Storage

Recommended to be stored sealed, preferably in a dry and cool environment (2–8°C).

Stable under normal laboratory handling and storage conditions.

3,4,6-Tri-O-acetyl-L-glucal is a valuable intermediate in synthetic carbohydrate chemistry, particularly important for research areas focusing on the L-sugar enantiomers and their role in glycobiology and drug development.medchemexpress+1