D-Glucal TCI G0274

Name: TCI G0274 13265-84-4 D-Glucal
Brand: TCI
SKU: TCI2510G027431907
Price: 886200.0 IDR
Availability: InStock

Rp 886.200,00

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Berat 1g 5g

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Description

D-Glucal is a glucose-derived glycal in which the anomeric hydroxyl group is replaced by a double bond between carbon one and carbon two. This structural feature makes it one of the most classical and most frequently used reagents in modern carbohydrate chemistry, because it provides a reactive handle that allows a wide range of functional groups to be installed onto the sugar framework with good stereochemical control. In the laboratory, D-Glucal serves as an entry point to the synthesis of oligosaccharides, deoxygenated sugars, and a variety of carbohydrate analogues of high research value.

The advantages of this material stem from its enol ether character, which is electron-rich yet still stable enough to be stored and handled as an ordinary solid. Researchers can convert it into a highly reactive glycosyl donor through epoxidation, or use it directly in the Ferrier rearrangement under Lewis acid catalysis. The three free hydroxyl groups on its framework can be selectively protected with standard protecting groups, so that complicated substitution patterns can be built up in stages. The combination of relatively economical transformations and an exceptionally rich body of published methods makes it a dependable reagent from the earliest stages of a synthetic route onward.

In Indonesian laboratories, D-Glucal is typically found in university and institutional research groups working on synthetic organic chemistry, glycoscience, and natural product chemistry. It is commonly used in postgraduate and doctoral research projects where carbohydrate building blocks are needed for the preparation of glycosides and sugar analogues. Because it is a well-documented reagent with extensively described reaction conditions, it is also suitable for advanced teaching laboratories that introduce students to carbohydrate synthesis and stereochemical control.

Laboratory Applications

Oligosaccharide synthesis: the double bond can be activated into a reactive glycosyl donor, allowing sugar units to be joined sequentially with controlled stereochemistry at the newly formed glycosidic linkage.
Ferrier rearrangement studies: under Lewis acid catalysis, D-Glucal undergoes allylic rearrangement to give 2,3-unsaturated glycosides, a transformation widely used to access modified sugar scaffolds.
Preparation of deoxygenated sugars: the absence of the anomeric hydroxyl group and the presence of the enol ether make it a direct precursor for deoxy sugars that are difficult to obtain by other routes.
Synthesis of carbohydrate analogues: its three free hydroxyl groups can be selectively protected and then differentiated, enabling researchers to construct complex substitution patterns step by step.
Glycoscience and chemical biology research: it supports the preparation of glycoconjugates and sugar probes used to study carbohydrate recognition and related biological processes in research settings.

Specifications

Brand: TCI
Product code: G0274
CAS number: 13265-84-4
Category: Chemistry > Chemical Biology > Glycoscience
Physical form: solid, handled and stored as an ordinary solid material
Pack sizes: available in standard TCI catalogue pack sizes; please confirm the required size when ordering

Handling and Storage

Store D-Glucal in its original tightly closed container, kept in a cool, dry place away from direct sunlight, moisture, and sources of heat or ignition. Amber glass or the supplier's original packaging is suitable, and containers should be resealed promptly after each use to limit exposure to atmospheric moisture. Handle the material in a well-ventilated area or fume hood, using safety glasses, gloves, and a laboratory coat. Avoid generating dust during weighing, keep the reagent away from strong oxidising agents, and always consult the manufacturer's safety data sheet before use.