Ethyl methyl 2,3,4-tri-O-acetyl-beta-D-glucopyranosiduronate
CAS 77392-66-6
CAS · 77392-66-6
Product Overview
Ethyl methyl 2,3,4-tri-O-acetyl-beta-D-glucopyranosiduronate is a high-purity sugar-units supplied for industrial and specialty chemical applications. Contact our team for specifications, packaging options and lead times.
Product Specifications
| Appearance | Off white to white powder |
|---|---|
| Purity (HPLC) | 98% min |
| HNMR (CDCl₃) | Conforms to structure |
Applications
Ethyl methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosiduronate is primarily used as an intermediate in carbohydrate chemistry, glycoside synthesis, and pharmaceutical research. It serves as a protected sugar derivative for the preparation of complex oligosaccharides, glycosylated natural products, and drug conjugates. The acetyl-protected hydroxyl groups enable selective deprotection and glycosylation reactions, allowing precise assembly of glycosidic bonds. This compound is also employed in the synthesis of nucleotide-sugar analogs, glycosyl donors for enzymatic or chemical glycosylation, and as a building block for carbohydrate-based vaccines, diagnostics, and biologically active glycosides in medicinal chemistry.
Benefits
The benefits of this compound include its stability, selective reactivity, and versatility in glycosylation chemistry. The acetyl groups protect reactive hydroxyl functionalities, enabling stepwise deprotection and controlled formation of glycosidic linkages. Its defined β-configuration ensures stereochemical precision, which is critical in synthesizing biologically active sugars. The compound is compatible with a variety of solvents and reaction conditions, allowing efficient transformations in multi-step synthetic sequences. Its stability and predictable reactivity make it a reliable intermediate for constructing complex carbohydrate architectures and glycosylated derivatives.
Conclusion
Ethyl methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosiduronate is a valuable intermediate in carbohydrate and glycoside chemistry. Its acetyl protection, stereochemical integrity, and reactivity allow precise glycosylation and stepwise synthesis of complex sugars and glycosylated bioactive molecules. These properties make it an essential tool for pharmaceutical research, oligosaccharide synthesis, and the development of carbohydrate-based therapeutics and diagnostics.
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