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3-Azido-4-o-(tert-Butyldimethylsilyl)-3,6-Dideoxy-α-D-Glucopyranose 1,2-Diacetate CAS NO 107599-49-5
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CAS No.:107599-49-5
Grade:Pharmacy Grade
Content:99.9%
Brand:Customizable
Packaging:Customizable
Description
3-Azido-4-o-(tert-Butyldimethylsilyl)-3,6-Dideoxy-α-D-Glucopyranose 1,2-Diacetate is a sophisticated, multi-functional carbohydrate derivative that serves as a critical synthetic intermediate in advanced organic chemistry. Its value lies in the strategic combination of protecting groups (TBDMS and acetates) and a reactive azide functionality, enabling precise, stepwise construction of complex molecular architectures. This compound is essential for researchers and process chemists in the pharmaceutical and biotechnology sectors, particularly those developing novel antibiotics, antiviral agents, and complex glycoconjugates where stereochemical control is paramount.
Application
- Pharmaceutical Intermediate: A key building block in the total synthesis of novel aminoglycoside and deoxy-sugar based antibiotics.
- Glycoconjugate Synthesis: Used in the preparation of complex oligosaccharides, glycopeptides, and glycolipids for drug discovery and biological studies.
- Click Chemistry Substrate: The azide group enables efficient copper-catalyzed azide-alkyne cycloaddition (CuAAC) for bioconjugation and polymer functionalization.
- Chemical Biology Probe Development: Facilitates the creation of activity-based probes and metabolic labeling agents for studying carbohydrate-related biological processes.
- Medicinal Chemistry: Serves as a precursor for generating diverse libraries of sugar-modified compounds to explore new structure-activity relationships.
- Academic & Industrial R&D: A valuable reagent for methodological development in synthetic organic chemistry and carbohydrate research.
Basic Information
| Product Name | 3-Azido-4-o-(tert-Butyldimethylsilyl)-3,6-Dideoxy-α-D-Glucopyranose 1,2-Diacetate |
| CAS No. | 107599-49-5 |
| Molecular Formula | C₁₈H₃₃N₃O₆Si |
| Molecular Weight | 415.56 g/mol |
| Synonyms | 1,2-Di-O-acetyl-3-azido-4-O-(tert-butyldimethylsilyl)-3,6-dideoxy-α-D-glucopyranose; 3-Azido-4-O-TBDMS-3,6-dideoxy-α-D-glucopyranose 1,2-diacetate; 3-Azido-4-O-(tert-butyldimethylsilyl)-3,6-dideoxy-α-D-glucopyranose diacetate; TBDMS-protected 3-azido-3,6-dideoxyglucose diacetate; 3-Azido-4-O-(tert-butyldimethylsilyl)-3,6-dideoxy-α-D-glucose 1,2-diacetate; α-D-Glucopyranose, 3-azido-4-O-[(1,1-dimethylethyl)dimethylsilyl]-3,6-dideoxy-, 1,2-diacetate |
| EINECS | Contact for details |
Quality Control
Every batch of 3-Azido-4-o-(tert-Butyldimethylsilyl)-3,6-Dideoxy-α-D-Glucopyranose 1,2-Diacetate is produced and analyzed under strict quality management protocols to ensure identity, purity, and consistency. Our products undergo rigorous quality testing, including advanced chromatographic and spectroscopic methods, to ensure compliance with exacting R&D and process chemistry standards. Certificates of Analysis (COA) detailing purity, identity confirmation, and impurity profiles are available upon request to support your regulatory and quality documentation needs.
Storage
Preserve in a tightly closed container, protected from light. Store at controlled room temperature (15-25°C) in a cool, dry, and well-ventilated place. The compound is light-sensitive and should be handled under an inert atmosphere when appropriate for prolonged manipulations. Keep container tightly sealed when not in use to protect from moisture.
Specification
| Item | Specification |
|---|---|
| Appearance | White to off-white solid |
| Identification (IR) | Conforms to structure |
| Identification (NMR) | Conforms to structure |
| Purity (HPLC) | ≥ 95.0% |
| Water Content (KF) | ≤ 0.5% |
| Residual Solvents (GC) | Meets ICH guidelines |
Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.
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