3,4,6-Tri-O-acetyl-D-galactal

3,4,6-Tri-O-acetyl-D-galactal

3,4,6-Tri-O-acetyl-D-galactal (CAS No: 4098-06-0) is an acetylated derivative of D-galactal frequently used as an intermediate in carbohydrate synthesis and glycosylation research.haihangchem+2

Chemical Identity and Structure

Molecular Formula: C12H16O7chemicalbook+2

Molecular Weight: 272.25 g/molaablocks+2

IUPAC Name: [(2R,3S,4R)-3,4-Diacetyloxy-3,4-dihydro-2H-pyran-2-yl]methyl acetatesynthose

SMILES: C(C)(=O)OC[C@H]1OC=CC@HOC(C)=Osynthose

Other Names/Synonyms: Triacetylgalactal, Galactal Triacetate, D-Galactal Triacetate, 3,4,6-Tri-O-acetyl-1,5-anhydro-2-deoxy-D-lyxo-hex-1-enitol, Tri-O-Acetyl-D-galactachemicalbook+1

Physical and Chemical Properties

Appearance: White to pale yellow solid or oilhaihangchem+1

Melting Point: 34–38°C (lit.)chemicalbook

Boiling Point: 138–140°Cchemicalbook+1

Optical Rotation: αD20=−20∘\alpha_D^{20} = -20^\circαD20=−20∘ (c = 1, CHCl₃)chemicalbook+1

Density: 1.23 g/cm³chemicalbook+1

Refractive Index: 1.4645–1.4665chemicalbook

Solubility: Soluble in chloroform (10 mg/mL), DCM, DMF, DMSO, EtOAc, EtOH, MeOH, THF; insoluble in watersynthose+1

Storage: Store sealed, dry, at 2–8°Cchemicalbook+1

Flash Point: >230°Fchemicalbook

Form: Oil or solidchemicalbook

Color: Pale yellowchemicalbook

Functions and Applications

Synthetic Intermediate: Key building block in carbohydrate chemistry for synthesizing oligosaccharides, glycoproteins, glycolipids, and glycosylated proteins.chemimpex

Glycosylation Reactions: Essential for the development of new glycosyl donors for pharmaceutical research and drug discovery.chemimpex

Biotechnological Use: Used in producing glycosylated biomolecules for enhanced stability and efficacy in therapeutic applications.chemimpex

Glycobiology Research: Facilitates exploration of carbohydrate interactions in biology and medicine.chemimpex

Food Industry: Occasionally used as a flavoring agent or sweetener in formulations.chemimpex

Regulatory and Safety Information

GHS Classification: Not considered dangerous under GHS regulations.synthose

Recommendations: Handle in a dry, well-ventilated area. Standard laboratory PPE should be used.synthose+1

InChIKey: LLPWGHLVUPBSLP-KJQXGZNINA-Nsynthose+1

3,4,6-Tri-O-acetyl-D-galactal is a versatile reagent in oligosaccharide and glycan chemistry, underpinning many advances in synthetic carbohydrate research and the study of biological glycosylation processes.chemimpex+2