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1-Azido-2,3,4,6-Tetra-O-Acetyl-Beta-D-Glucose

    • Product Name 1-Azido-2,3,4,6-Tetra-O-Acetyl-Beta-D-Glucose
    • Alias 1-Azido-2,3,4,6-tetra-O-acetyl-β-D-glucopyranose
    • Einecs 610-221-7
    • Mininmum Order 1 g
    • Factory Site Tengfei Creation Center,55 Jiangjun Avenue, Jiangning District,Nanjing
    • Price Inquiry admin@sinochem-nanjing.com
    • Manufacturer Sinochem Nanjing Corporation
    • CONTACT NOW
    VTB
    Specifications

    HS Code

    374035

    Chemical Name 1-Azido-2,3,4,6-Tetra-O-Acetyl-Beta-D-Glucose
    Cas Number 20880-04-6
    Molecular Formula C14H19N3O9
    Molecular Weight 373.32 g/mol
    Appearance White to off-white solid
    Melting Point 99-102°C
    Solubility Soluble in dichloromethane, chloroform, and methanol
    Purity Typically >98%
    Storage Temperature 2-8°C, protected from light
    Synonyms 1-Azido-β-D-glucopyranose tetraacetate
    Smiles CC(=O)O[C@@H]1[C@@H]([C@@H]([C@H](O[C@@H]1N=[N+]=[N-])C(=O)OCC)OC(=O)C)OC(=O)C
    Inchikey WOBXSZDHLMTCFE-OSTXZFFASA-N

    As an accredited 1-Azido-2,3,4,6-Tetra-O-Acetyl-Beta-D-Glucose factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing Brown glass bottle containing 5 grams, sealed with a red cap, labeled with chemical name, formula, hazard warnings, and lot number.
    Shipping 1-Azido-2,3,4,6-Tetra-O-Acetyl-Beta-D-Glucose is shipped in compliance with all relevant chemical transport regulations. It is packed in securely sealed containers, cushioned against physical damage, and protected from moisture and light. Proper hazard labeling and documentation accompany the package to ensure safe handling and delivery.
    Storage 1-Azido-2,3,4,6-Tetra-O-Acetyl-β-D-Glucose should be stored in a tightly sealed container, protected from light and moisture. Keep at 2–8 °C (refrigerated) in a well-ventilated chemical storage area, away from heat, sources of ignition, acids, and incompatible substances. Handle under inert atmosphere if possible, as azides can be sensitive to shock and heat.
    Application of 1-Azido-2,3,4,6-Tetra-O-Acetyl-Beta-D-Glucose

    Applications of 1-Azido-2,3,4,6-Tetra-O-Acetyl-Beta-D-Glucose in Industrial Manufacturing

    1-Azido-2,3,4,6-Tetra-O-Acetyl-Beta-D-Glucose plays a key role in specialized chemical synthesis and downstream value chains for high-value chemicals. The following sectors use this derivative as a core intermediate in regulated and advanced industrial processes.

    1. Active Pharmaceutical Ingredient (API) Glycosylation Intermediates

    Pharmaceutical manufacturers incorporate this compound in the synthesis of nucleoside-based and carbohydrate-linked APIs. It enables site-selective azido group introduction for controlled glycosylation. Production teams use it in multi-step synthesis, especially for drugs involving C-nucleosides or modified oligosaccharides targeting antiviral and anticancer indications. The acetylated form ensures reactivity in anhydrous conditions and reduces side reactions. Process chemists adjust reaction molarity and protocol to meet target yield and purity, while maintaining compliance with validated GMP pathways.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice for Active Pharmaceutical Ingredients
    • USP, EP, JP relevant monographs on glycosylated APIs
    • 21 CFR Parts 210/211 (FDA cGMP requirements)
    • EU Regulation (EC) No 1907/2006 (REACH Registration if applicable)

    Typical usage ratio

    • 0.8 – 1.2 molar equivalents per reaction for glycosylation step, adjusted by desired coupling selectivity and batch scale
    • Often 10–25% w/w of total API intermediate mass, depending on step sequence

    Downstream process integration

    • Used in initial or mid-stage stepwise substitution on protected sugar chains
    • Introduced under inert atmosphere (e.g., nitrogen) to avoid azide decomposition
    • Residual acetates removed post-glycosylation with base hydrolysis under controlled pH
    • Isolated by phase separation prior to purification and subsequent transformation

    Final product types

    • Antiretroviral nucleoside drugs (e.g., lamivudine analogues)
    • Modified oligosaccharide-based drugs
    • C-nucleoside inhibitors
    • Diagnostic reagent precursors with glycosylated structures

    2. Glycoconjugate Vaccine Synthesis

    Vaccine manufacturers depend on this azido-protected glucose derivative for chemical attachment of carbohydrate antigens to carrier proteins. Coupling reactions leverage the azido functionality for ‘click chemistry’ approaches (CuAAC), producing stable triazole-linked glycoconjugates that enhance immunogenic response. End-users optimize the loading ratio of glycan to protein for validated immunological potency. All processing must observe strict traceability and allergen-free protocols for parenteral product release.

    Industry compliance standards

    • WHO Technical Report Series 987 (Annex 4): WHO Guidelines on Nonclinical Evaluation of Vaccines
    • Ph. Eur. 2.6.14: Bacterial Endotoxins for Parenteral Products
    • USP <1043> Ancillary Materials for Cell, Gene, and Tissue-Engineered Products
    • GMP for Biological Products (EU GMP Part IV)

    Typical usage ratio

    • Depends on desired glycan loading; typically 1–3 molar equivalents per carrier protein lysine site
    • Common in the range of 5–15% w/w relative to total conjugate mixture

    Downstream process integration

    • Activated azide group engaged in Cu(I)-catalyzed click reaction
    • Incorporated following deacetylation, with in-process QC by HPLC
    • Final conjugate concentrated and dialyzed to remove residual small molecules
    • Transferred to adjuvant formulation tanks under Class 100 cleanroom

    Final product types

    • Streptococcus pneumoniae conjugate vaccines
    • Haemophilus influenzae type b carbohydrate-protein vaccines
    • Experimental anticancer glycoconjugate immunotherapeutics
    • Pre-clinical carbohydrate antigen vaccine candidates

    3. Chemical Probe Synthesis for Glycomics Research

    Research-focused chemical suppliers and biotech labs use this compound in the building of labeled probes for glycomics and glycoproteomics investigations. The azido group enables downstream bioconjugation to alkyne-linked fluorescent dyes, biotin, or affinity tags. These probes assist in mapping glycan interactions on cell surfaces or quantifying enzymatic activity. Protocols involve small-scale, high-purity batch preparation and careful handling to avoid azide-related risks.

    Industry compliance standards

    • ISO 9001:2015 Laboratory Quality System
    • OECD GLP Guidelines for Chemical Research Applications
    • Internal SOPs for chemical labeling and bioconjugation
    • Regulations on hazardous substance handling and disposal (OSHA 29 CFR 1910.1200)

    Typical usage ratio

    • 0.5 – 2 equivalents for labeling reactions, based on probe design
    • Typical working concentrations: 10–100 μM in bioconjugation reactions

    Downstream process integration

    • Dissolved and reacted in DMSO or DMF under controlled temperature
    • Azide-clicked onto alkyne-functionalized fluorescent, isotope, or affinity tags
    • Post-reaction mixture purified by HPLC or size-exclusion chromatography
    • Lyophilized into single-use aliquots for research or diagnostic kits

    Final product types

    • Fluorescent sugar probes for microscopy
    • Bioorthogonal metabolic labeling compounds
    • Chemical reporters for glycosyltransferase assays
    • Affinity capture reagents for proteomics workflows

    4. Custom Carbohydrate Synthesis for Specialty Fine Chemicals

    Producers of high-end specialty chemicals employ this material as an azido-functionalized building block in the stepwise synthesis of complex carbohydrates, specialty surfactants, and customized glycosyl donors. The azido group allows controlled chain extension, orthogonal protection/deprotection, and further derivatization. Manufacturers operate under multi-step, moisture-controlled batch protocols, optimizing throughput and ensuring consistency in stereochemistry for downstream chemical or cosmetic ingredient use.

    Industry compliance standards

    • ISO 9001:2015 Quality Management Systems
    • National regulations on handling organic azides (e.g., EU CLP, OSHA)
    • PQCS (Product Quality Control Standards) for fine chemical intermediates
    • Safety requirements for exothermic reaction monitoring (Process Safety Management)

    Typical usage ratio

    • 2–5% w/w as a stepwise additive in reaction feed for specialty glycosylation steps
    • Adjusted according to product chain length and stereoselectivity requirements

    Downstream process integration

    • Added under nitrogen atmosphere during glycosyl donor coupling stage
    • Participates in azide-alkyne cycloaddition or reduction to amine, then acylation steps
    • Samples drawn periodically for TLC/HPLC monitoring of conversion
    • End-product isolated after column purification and removal of acetyl groups

    Final product types

    • Functionalized carbohydrate surfactants
    • Specialty cosmetic glucosides
    • Custom glycosyl donors for chemical and biotech synthesis
    • Specialty oligosaccharides for nutraceutical research
    Free Quote

    Competitive 1-Azido-2,3,4,6-Tetra-O-Acetyl-Beta-D-Glucose prices that fit your budget—flexible terms and customized quotes for every order.

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    Certification & Compliance
    More Introduction

    Introducing 1-Azido-2,3,4,6-Tetra-O-Acetyl-Beta-D-Glucose: A Reliable Building Block From Our Team

    From the Production Floor

    Any chemist working with carbohydrate derivatives has probably crossed paths with 1-Azido-2,3,4,6-Tetra-O-Acetyl-Beta-D-Glucose. Making this compound runs deeper than recipe and reagents—success lies in controlling conditions, managing risks, and respecting every step, especially when manipulating azides. Our team approaches the process with care and practical experience, fully aware that azides come with reactivity and potential hazards. Every batch crystallizes years of bench science and incremental improvements.

    The chemical structure, Beta-D-Glucose backbone with its four acetyl groups and a single azido group at the 1-position, creates a versatile intermediate. Achieving clean β-stereochemistry and complete acetylation depends on steady temperature control, absolute dryness, and effective quenching of residual acetic anhydride. Our protocols grew every time a batch needed extra TLC to push through purification or when a stubborn impurity meant adjusting the washing sequence. These tweaks separate solid manufacture from lab-scale improvisation.

    Purity and Specification: What Matters To Our Customers

    Typical product from our lines reaches greater than 98% purity by HPLC, with trace moisture and very low levels of free glucose or unacetylated analogues. This does not just protect our own reputation; it can affect downstream azido sugar coupling, click chemistry, and any glycosylation strategies. Our chemists track those minor byproducts that can drag down yield or interfere with more delicate proteins and enzymes. With each kilogram we ship, we stand behind measured purity—verified batch records, authenticated spectral data, and results cross-checked with collaborating labs.

    Physical appearance means more than color. Fluffy crystalline powder may look good, but too much lustre can mean excess solvent or over-dried product, each with their own problems. Proper acetylation gives the right solubility in organic solvents (especially dichloromethane and chloroform), which makes dissolution consistent and prevents surprises down the line. Stubborn clumping or unexpected lower melting point sets off alarms for our operators; those subtle changes can tip off problems long before a specification sheet confirms them.

    Why Synthesis Demands Attention

    Not every route to 1-Azido-2,3,4,6-Tetra-O-Acetyl-Beta-D-Glucose is created equal. Some producers rely on shortcuts—premixed acetylating agents, or quick-and-dirty azidation—but this risks energetic mishaps or incomplete conversion. Our process grew around minimizing hydrazoic acid vapor and controlling exothermic stages. Adding sodium azide in organic phase avoids excessive water, while overhead monitoring allows for rapid adjustment if any color develops. By working at volume, we have options to recycle solvents, reduce waste, and avoid cross-contamination.

    Glucosyl azides become starting points for wide ranges of derivatives: triazoles, click chemistry conjugates, or as protected intermediates in more elaborate oligosaccharide routes. Not all users need the same levels of quality, but pharmaceutical partners in particular set the bar high. Their work uncovers chemospecific vulnerabilities—the wrong congener, an old batch with hydrolysis, residual catalyst—details that get missed if procedurals overrule practical sense. We take these lessons forward each time, applying them not just for GMP clients, but for every user in the pipeline.

    Handling and Storage: Lessons From the Shop Floor

    Storing organic azides calls for more than just dry cabinets and rubber seals. We use sealed containers, desiccant packets, and monitor temperature constantly. Any sign of condensation or off-smell means the packaging failed; no shipment leaves our floor until it measures up. Our containers withstand bumps from courier services and can take heat swings during customs holds. Many customers ask if stabilizers or anti-caking agents are used—ours contains none, as the process ensures a manageable, free-flowing solid without need for additives.

    Experience shows that older batches can change color slightly or gain odors—signs of slow decomposition, water uptake, or side-reactions at the azido group. We document shelf-life in real-world conditions, not just ideal storage. This attention gives the confidence that a bottle shipped at the start of summer will show the same performance months later, whether in Boston, Bangalore, or Berlin.

    Applications and Beyond: How Our Customers Use It

    Azido sugars find their main roles as precursors in bioconjugation. Many protein engineers or glycobiologists come to us specifically for our glucose azide, citing consistent batch performance and solid supply reliability. The acetyl groups shield the sugar from enzymatic attack or hydrolysis, giving predictable reactivity when moving into further synthetic steps. About half our customers exploit the azide for copper-catalyzed cycloaddition, building triazole-linked glycoconjugates. These reactions need the azide moiety to remain flawless—any traces of decomposition sharply lower the click yields or generate hazardous byproducts.

    Clients in chemical biology appreciate how our compound tolerates diverse solvents and reaction temperatures. Each year, we receive feedback from teams trying new “bio-orthogonal” protocols or building novel fluorinated carbohydrate libraries. Some request tighter specifications on sodium or heavy metal content, spurred by emerging applications in diagnostics or clean-label pharmaceuticals. We meet those demands through incremental purification adaptations.

    Differences That Define Value

    Comparing our product to other acetylated glycosyl azides on the market means looking beyond basic assay numbers. Our powder flows freely, minimizes dust, and dissolves easily in organic media. More importantly, the crystal morphology comes from a tuned recrystallization protocol. Some commercial suppliers mix sources from smaller labs, causing batch-to-batch variation—a single grainy specimen or a faint impurity can snowball into headaches later on in high-sensitivity analytical applications. We use a dedicated production line, yielding consistent physical and analytical quality.

    Our product stands out for its lack of interfering byproducts, especially those that heat, age, or light exposure might amplify. Reliable partner firms tell us they track side-product profiles between vendors: unreacted acetyl chloride, poorly separated mono-acetylated glucoses, and traces of sodium or copper—all can hamper synthesis or disrupt NMR analysis. Our in-house checks run beyond certificate of analysis; at times, we've halted shipments when a batch didn't pass our own performance assays, even though analytic specs seemed fine.

    Safety and Responsibility

    As a manufacturer, our experience with azide chemistry means a full audit before scale-up. Azides always call for vigilance—not just for the workers but for product stakeholders down the supply chain. We never scale from flask to kilo without a process hazard analysis, accounting for temperature spikes, vapor evolution, and accidental mixing scenarios. We run operator training every season, making sure new team members grow comfortable with both equipment and emergency procedures.

    No one wants surprises: early in our journey, we overestimated the stability of one batch at elevated storage temperatures and learned firsthand how fast azide decay can creep up if not caught in time. Since then, every batch gets lab stability testing under worst-case storage the same way our customers might experience in less-than-ideal lab settings. This habit protects everyone, and any rule we create for safety translates into confidence for everyone in the production and research pipeline.

    Feedback Loop: Constant Refinement

    Every seasoned producer keeps improvement cycles just as active as the main production run. We ask regular users and new partners what issues, if any, they see with our 1-Azido-2,3,4,6-Tetra-O-Acetyl-Beta-D-Glucose, and their reports shape our upgrades. One sample seemed to cake after months in storage—a hint for us to tweak drying cycle and packing protocol. Researchers looking for even higher purity in click chemistry taught us the value in one extra extraction step, shaving off those micro-level contaminants that could hinder SAR studies.

    Academic and biotech clients have flagged insights on their end, such as the importance of minimizing residual mineral acid traces after purification. We responded by swapping out glassware washing sequences and adjusting pH controls across purification runs. These in-the-field lessons inform written SOPs and foster an ongoing conversation with practical users, rather than a top-down approach. Each failed or off-spec batch marks an opportunity to learn and to build a stronger track record.

    Regulatory and Analytical Considerations

    Our relationship with end-users in regulated sectors, such as diagnostics and pharmaceuticals, pushes us to maintain robust documentation. Batch-to-batch identity confirmation, impurity profile reporting, and full traceability back to raw material sources form the core of our quality compliance. We supply every shipment with spectral fingerprints—NMR, MS, HPLC, IR—so our partners can cross-verify on their end.

    For those who work with methods requiring trace impurity reporting, such as mass-spectrometry-based glycomics, our acoustic resonance and NMR libraries help streamline structure confirmation. Over years, we have built a reference bank of possible side-products and degradation patterns, both for our product and several market comparators. This transparency helps researchers make informed choices and demonstrates the reality behind assay numbers.

    Choosing a Manufacturing Partner: Chemistry Meets Commitment

    Product quality comes from the habits and experience of the manufacturing team, not just from their equipment. We believe in maintaining an open line with long-term customers and offering clear answers to practical challenges. Our role as manufacturer, not a third-party repackager or distributor, means we own every gram produced, tested, and shipped. Our choices affect not just short-term margins but shape the reputation that brings repeat business from discerning buyers—in chemical supply, trust is earned one batch at a time.

    As trends shift toward greener and safer processes, our team continually invests in systems that reduce risk, recycle process fluids, and minimize emissions. These changes aren’t just environmentally sound—they let us maintain stable supply even as worldwide supply chains shift. By retaining in-house control over synthetic stages, quality control, and packaging, we deliver certainty in both availability and consistency, a rare asset as demand for azido sugars rises across biotech and diagnostic fields.

    Comparisons With Other Product Forms

    Some competitors offer similar compounds as crude mixtures, semi-purified products, or aqueous solutions. We stay with the fully acetylated, dry solid because of its clear advantages in shelf-life, handling, and purity. The fewer variables our customers face, the smoother their research and production work. Dry acetylated glucosyl azide avoids issues with aqueous hydrolysis or variability seen in on-demand synthesized stocks. While non-acetylated azido glucose derivatives exist, they often introduce water or acid reactivity that can undermine downstream coupling.

    Feedback from industry chemists confirms that reliable crystalline product saves time on additional purification and reduces troubleshooting during scale-up. Those who have tried mixed-source blends or lower purity stocks often report inconsistency in triazole formation, more impurities during NMR analysis, and even batch fails due to unexpected contaminants. Our approach narrows these risks, supporting both exploratory research and reliable bulk synthesis.

    Looking Forward: Meeting Tomorrow's Needs

    Demand for azido sugars continues to rise, fueled by advances in click chemistry, glycomics, and custom bioconjugation. Our experience suggests future users will expect even tighter impurity standards, more robust documentation, and faster delivery. We already pilot new quality controls—advanced chromatography, barcoded batch traceability, and multi-point product tracking. Continued investment in both people and equipment guards against complacency.

    As regulatory pressure grows and applications broaden—especially towards the clinic and high-grade diagnostics—no one benefits from shortcuts. Our product embodies steady hands at every stage, from reactor loading to post-purification inspection. This commitment traces back to every chemist who’s spent a late night watching for precise endpoint or reviewing documentation. Our collective expertise, built through both smooth and rocky batches, underpins every shipment and every promise to our clients.

    Conclusion: A Manufacturer’s Perspective

    Creating reliable 1-Azido-2,3,4,6-Tetra-O-Acetyl-Beta-D-Glucose stands on a foundation of hands-on production experience, accurate quality control, and an open eye on real-world challenges. As the team behind every gram, we value candor, attention to detail, and stubbornness in delivering the level of product users expect—whether for research, process development, or critical applications in diagnostics. The path from raw sugar to specialized azide may seem routine, but mastery grows through each batch and every exchange with the scientists who depend on it. Our customers know they deal directly with the source, bringing confidence toward each new step in their journey.