3,4,6-tri-O-acetyl-D-galactal, CAS No. 4098-06-0

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4098-06-0

Catalog No. EBD2204378

CAS 4098-06-0

Name 3,4,6-tri-O-acetyl-D-galactal

Purity ≥95%

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Basic Information

Synonyms: tri-O-acetyl-D-galactal tri-O-acetyl-D-lyxo-hexapyranose 3,4,6-tri-O-acetyl-D-galactal triacetylgalactal triacetyl-d-galactal d-galactaltriacetate galactal,triacetate(6ci)

Molecular Formula: C12H16O7

Molecular Weight: 272.25

MDL Number: MFCD00064092

Categories: Medicinal Chemistry > Biochemicals and Life Science Reagents > Saccharides, Nucleosides, and Nucleotides

Product Description:

(2R,3R,4R)-2-(acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate, commonly known as D-triacetylgalactal, is a key synthetic intermediate derived from D-galactose. Structurally, it is a protected glycal featuring a 1,2-unsaturated pyranose ring with three acetyl groups masking the hydroxyl functionalities. This compound serves as a fundamental building block in carbohydrate chemistry, particularly for the stereoselective synthesis of complex oligosaccharides, glycosides, and C-glycosides via Ferrier rearrangement or glycosylation reactions. Its primary application lies in the pharmaceutical and biochemical sectors, where it is utilized to construct glycoconjugates, antiviral nucleoside analogs, and other bioactive molecules. Additionally, it is widely employed as a standard substrate in enzymatic and chemical studies of glycosyltransferases and glycosidases, making it indispensable for glycobiology research and drug discovery.

Physical Properties

Melting Point: 34-38 °C(lit.)

Boiling Point: 343.1 °C at 760 mmHg

Flash Point: >230 °F

Density: 1.24 g/cm3

Solubility: Insoluble

Refractivity: 1.4645-1.4665

Storage: Refrigerator (+4°C)

Analytical Data

Appearance: pale yellow oil

Purity: ≥95%