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Description
D-Galactal is a galactose-derived glycal: a sugar that has lost its anomeric hydroxyl group and carries a double bond between carbon one and carbon two. This electron-rich double bond is what makes the compound one of the most valuable building blocks in carbohydrate chemistry, because it provides a reactive entry point for installing a wide range of functional groups at the anomeric position in a controlled manner. In glycan synthesis laboratories, D-Galactal serves both as a glycosyl donor and as a precursor to diverse modified sugars that are difficult to prepare by other routes.
The characteristic that makes it a preferred choice is the reactivity of its enol ether double bond, which can be directed toward numerous transformations. Ferrier rearrangement delivers unsaturated glycosides, epoxidation generates highly reactive donors, while electrophilic addition allows halogen, azide, or thio groups to be installed onto the sugar framework. As a relatively stable solid under cold storage, the compound is easy to weigh out and dissolve in common organic solvents. The galacto configuration at the position-four hydroxyl group confers a spatial selectivity distinct from that of gluco-series glycals, making it an important complement in synthetic planning.
In Indonesian laboratories, D-Galactal is typically used in university and institutional research groups working on carbohydrate chemistry, glycobiology, and the synthesis of oligosaccharide fragments. It is handled in synthetic organic chemistry facilities equipped with fume hoods, anhydrous solvent lines, and chromatographic purification. Research teams generally order it in small quantities appropriate to multi-step synthetic campaigns, where it is consumed as a starting material for glycosylation studies and for preparing modified sugar targets.
Laboratory Applications
Glycosyl donor preparation: the enol ether double bond can be activated directly or converted into more reactive intermediates, allowing controlled bond formation at the anomeric centre during oligosaccharide assembly.
Ferrier rearrangement chemistry: the glycal framework undergoes this classical transformation to give unsaturated glycosides, providing rapid access to scaffolds that are laborious to build by conventional stepwise routes.
Epoxidation to reactive intermediates: oxidation of the double bond generates highly reactive epoxide donors used in glycosylation strategies that demand strong activation and defined stereochemical outcomes.
Electrophilic addition studies: halogen, azide, and thio groups can be installed across the carbon one to carbon two double bond, giving modified sugars for probe synthesis and mechanistic investigation.
Glycobiology building block supply: the galacto configuration complements gluco-series glycals, letting research groups access galactose-containing fragments and modified analogues within broader glycoscience synthesis programmes.
Specifications
Brand: TCI
Product code: G0273
CAS number: 21193-75-9
Category: Chemistry > Chemical Biology > Glycoscience
Physical form: solid, relatively stable under cold storage
Pack sizes: supplied in the catalogue pack sizes offered by the manufacturer; please confirm the available option when ordering
Handling and Storage
Store D-Galactal under cold conditions as indicated on the manufacturer's label, keeping the container tightly closed and protected from moisture. Original amber or opaque containers with secure caps are suitable, and material transferred for working use should be kept in clean, dry, well-sealed vials that are clearly labelled. Allow the container to reach room temperature before opening to limit condensation onto the solid. Weigh and handle the compound in a fume hood using gloves, safety glasses, and a laboratory coat, and avoid generating dust. Consult the manufacturer's safety data sheet before use and dispose of residues through the laboratory's chemical waste stream.
