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2',3',5'-Tri-O-Acetyluridine

    • Product Name 2',3',5'-Tri-O-Acetyluridine
    • Alias TAU
    • Einecs 210-330-9
    • Mininmum Order 1 g
    • Factory Site Tengfei Creation Center,55 Jiangjun Avenue, Jiangning District,Nanjing
    • Price Inquiry sales7@sinochem-nanjing.com
    • Manufacturer Sinochem Nanjing Corporation
    • CONTACT NOW
    VTB
    Specifications

    HS Code

    226246

    Name 2',3',5'-Tri-O-Acetyluridine
    Cas Number 4105-38-8
    Molecular Formula C13H16N2O8
    Molecular Weight 344.28
    Appearance White to off-white crystalline powder
    Melting Point 196-199°C
    Purity Typically ≥98%
    Solubility Soluble in DMSO, methanol, and chloroform
    Storage Temperature 2-8°C
    Boiling Point 661.3°C at 760 mmHg
    Chemical Structure C(C1C(C(C(OC(C)=O)O1)OC(C)=O)OC(C)=O)N2C=CC(=O)NC2=O
    Inchi Key KCSRNKZMCXENGO-UHFFFAOYSA-N
    Ec Number 223-885-2
    Synonyms Triacetyluridine; Uridine 2',3',5'-triacetate

    As an accredited 2',3',5'-Tri-O-Acetyluridine factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing 2',3',5'-Tri-O-Acetyluridine, 5g: Supplied in a sealed amber glass vial, labeled with chemical details, batch number, and hazard warnings.
    Shipping 2',3',5'-Tri-O-Acetyluridine is shipped in tightly sealed containers under dry, cool conditions. Protect from moisture and direct sunlight. Handle in accordance with standard laboratory safety protocols. Transport complies with relevant chemical regulations to ensure product integrity and personnel safety. Not classified as hazardous for air and ground shipping under standard guidelines.
    Storage 2',3',5'-Tri-O-Acetyluridine should be stored in a tightly sealed container, protected from light, moisture, and air. Keep it in a cool, dry place, ideally at 2–8°C (refrigerator). Avoid exposure to extreme temperatures, acids, bases, and oxidizing agents. Proper storage ensures chemical stability and prevents degradation or contamination. Always follow safety data sheet (SDS) recommendations for handling and disposal.
    Application of 2',3',5'-Tri-O-Acetyluridine

    Applications of 2',3',5'-Tri-O-Acetyluridine in Industrial Manufacturing

    2',3',5'-Tri-O-Acetyluridine serves as a crucial protected uridine derivative for industrial manufacturers involved in the production of nucleoside-based pharmaceuticals, molecular biology agents, and RNA intermediates. Its high purity, well-defined acetylation pattern, and predictable behavior during deprotection processes make it integral to several downstream manufacturing sectors. Below are focused application scenarios with detailed industrial usage insights.

    1. Nucleoside Analogue Drug Synthesis

    Major pharmaceutical synthesis pipelines utilize this compound as a protected uridine intermediate when building nucleoside analogues for antiviral and anticancer drugs. It allows for selective introduction of modifications at specific sites on the sugar ring during multistep organic synthesis, preventing unwanted side reactions until final deprotection. Industry producers integrate this material at early and mid-stages to maintain control over moieties being introduced, ensuring final API batch purity meets stringent release specifications.

    Industry compliance standards

    • ICH Q7: Good Manufacturing Practice for Active Pharmaceutical Ingredients
    • 21 CFR Part 211: US cGMP for Finished Pharmaceuticals
    • USP/Ph. Eur. monograph requirements for starting materials (where applicable)
    • ICH Q3A/B: Impurities in New Drug Substances and Products

    Typical usage ratio

    • Reaction charge varies from 0.9–1.3 molar equivalents per analog target, depending on yield optimization and protection strategies.
    • Adjustment is based on reactivity of nucleobase substituents and the efficiency of subsequent coupling reactions.

    Downstream process integration

    • Applied as an early-stage protected uridine donor in multi-step batch or continuous synthesis.
    • Deacetylation occurs prior to coupling with other sugar or nucleobase fragments.
    • Product introduced during solvent-phase synthesis, followed by purification before conversion to free nucleoside or further functionalization.

    Final product types

    • Antiviral active pharmaceutical ingredients (e.g., uridine analogues used for HIV, hepatitis treatment)
    • Nucleoside-based oncology drug substances
    • Precursor compounds for prodrug development
    • Intermediates for high-purity pharmaceutical nucleotides

    2. Oligonucleotide and mRNA Synthesis

    Industrial-scale RNA synthesis for therapeutic mRNA, guide RNA, and custom oligonucleotide manufacturing lines use this acetyl-protected uridine for precise base incorporation. The compound's acetyl groups protect the 2', 3', and 5' hydroxyls, reducing side reactions during phosphoramidite activation and chain elongation. Manufacturers source this material for controlled deprotection under mild conditions, minimizing degradation of labile RNA sequences and meeting batch identity specifications for RNA therapy and diagnostics markets.

    Industry compliance standards

    • USP <1045>: Biotechnology-Derived Articles
    • ISO 13485: Medical Devices QMS Requirements (for molecular diagnostics)
    • 21 CFR Part 820: Quality System Regulation (for clinical applications produced in the USA)
    • ICH Q9: Quality Risk Management

    Typical usage ratio

    • Typically charged at 1.0–1.1 equivalents per uridine coupling cycle in automated solid-phase synthesizers.
    • Actual input dependent on instrument protocols and targeted oligomer length.

    Downstream process integration

    • Used as a phosphoramidite precursor after in-house or third-party conversion from the acetylated nucleoside.
    • Enters solid-phase synthesis workflow at the base incorporation stage.
    • Acetyl groups removed post-assembly by controlled hydrolysis prior to final HPLC purification.

    Final product types

    • mRNA active substances for vaccine and protein replacement therapy
    • Guide RNA for CRISPR/Cas genome editing systems
    • siRNA, miRNA, and aptamer oligonucleotides
    • Research-grade synthetic RNA and DNA oligos

    3. Prodrug Development for CNS Delivery

    Emerging pharmaceutical R&D pipelines have adopted this compound for prodrug strategies enabling enhanced blood-brain barrier penetration of hydrophilic nucleosides. The acetyl masking groups increase lipophilicity and membrane permeability, allowing downstream manufacturers to design advanced central nervous system (CNS) targeting agents. Deprotection is triggered enzymatically or under physiological conditions after delivery, releasing active nucleoside forms in situ. Manufacturers deploying this strategy source high-purity, fully protected uridine derivatives to maintain consistent prodrug pharmacokinetics and optimize CNS uptake.

    Industry compliance standards

    • ICH M7: Assessment and Control of DNA Reactive (Mutagenic) Impurities
    • FDA Guidance on Drug Products with CNS Activity
    • EU GMP Annex 1: Manufacture of Sterile Medicinal Products
    • Ph. Eur./USP applicable prodrug monographs

    Typical usage ratio

    • Input as 1.0 molar equivalent for prodrug formation; some formulations use an excess up to 1.2 equivalents for driving complete coupling with promoieties.
    • Adjustments depend on in-process prodrug conversion efficiency and analytical verification.

    Downstream process integration

    • Integrated in medicinal chemistry labs’ prodrug conjugation step before pilot or full-scale production of clinical candidates.
    • Maintained as a stable prodrug until enzymatic or hydrolytic delivery in vivo.
    • QC monitored for residual acetyl content and release kinetics as per IND submission requirements.

    Final product types

    • CNS-targeted experimental prodrugs for Alzheimer’s and epilepsy clinical trials
    • Deliverable modified uridine agents for rare disease research
    • Lipophilic nucleoside building blocks for advanced formulation design
    • Patent-stage APIs for new chemical entities

    4. Enzymatic Synthesis of Nucleotide Sugars

    Industrial biotechnology platforms synthesize high-value nucleotide sugars using acetyl-protected uridines as starting materials. This approach prevents premature glycosyl transfer by blocking reactive hydroxyl sites until enzymatic deprotection. Downstream fermentation or biocatalytic reactions use these intermediates in nucleotide sugar synthesis for cell wall biosynthesis studies, glycosylation control in biologics, or rare carbohydrate products. Consistent quality and defined protection ensure predictable yields and batch reproducibility on kilogram and pilot scale.

    Industry compliance standards

    • ISO 9001:2015 Certified Quality Management Systems
    • USP-NF standards for carbohydrate starting materials
    • EMA guidelines on raw material controls for biotech production
    • ISO/TS 19807: Quality of Reagents in Industrial Biotechnology

    Typical usage ratio

    • Fed at 0.9–1.2 equivalents relative to target nucleotide sugar; scale varies by pathway efficiency and deacetylase enzyme kinetics.
    • Process control based on downstream sugar nucleotide conversion rates and minimization of byproducts.

    Downstream process integration

    • Introduced during upstream reaction setup for enzymatic synthesis of UDP-sugars.
    • Sequentially deprotected in bioreactors using specific esterases or mild alkaline conditions.
    • Downstream purification follows for integration into cell-free synthetic biology pathways or bulk API excipient production.

    Final product types

    • UDP-glucose and UDP-galactose for glycosylation process control in mab and vaccine synthesis
    • Specialty carbohydrate reagents for glycomics and metabolic labeling applications
    • Synthetic standards for pharmaceutical analytical QC
    • Research and diagnostic reagents for glycobiology studies
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    Certification & Compliance
    More Introduction

    2',3',5'-Tri-O-Acetyluridine: Insights Straight from Manufacturing

    Manufacturing chemicals means putting quality under the microscope, not just once, but every day. That’s how we approach 2',3',5'-Tri-O-Acetyluridine. After years in the business, this compound stands out as a specialty intermediate, often relied upon by the pharmaceutical sector for its role in making nucleoside analogs and modified RNA building blocks. There’s nothing theoretical about it; it’s a product we see on the production floor, going through every step from raw selection to final filtration and packaging. Our attention goes to every step because even minor impurities can throw off downstream chemistry.

    Chemical Outlook and Properties That Matter

    2',3',5'-Tri-O-Acetyluridine carries the formula C15H17N2O8 and a molecular weight of 352.31 g/mol. In practice, it appears as a white to off-white crystalline powder, which tells the experienced handler a lot about its purity before lab tests even confirm it. Some batches carry a slightly different scent; others clump together differently depending on humidity control. We know to watch for these signs because every detail counts when you’re responsible for direct supply to research labs and process manufacturers. Melting point varies a touch, generally under 130°C, and we monitor this routinely because shifts may signal a deviation in acetylation or retained solvents. HPLC purity usually runs above 99%, with water content managed to less than 0.5%. Trace solvent content and inorganic residues stay below the alert threshold.

    What Sets This Compound Apart in Our Workflow

    Acetylation is no slapdash operation—it’s a well-practiced dance that ensures all three hydroxyl groups at the 2', 3', and 5' positions are fully protected. Many off-the-shelf uridine derivatives might carry incomplete acetylation. When that happens, downstream reactions struggle, yields fall, and waste increases. We don't trade in partial protection or rushed cycles; we prefer running thorough monitoring by TLC, then following up with a full panel of NMR and MS checks. There’s a routine to this work that comes only with repeated cycles and learning from both successes and flaws. That’s not just about following pharmacopeial monographs either. Over time, small tweaks—like modifying solvent ratios or adjusting acetic anhydride charge rates—deliver big returns. These refinements allow greater batch consistency, fewer precipitates, and less waste during washing and extraction.

    Practical Specifications Born from Field Experience

    The industry doesn’t just ask for this compound; it demands it at scale, in reliable quality, with solvents and packaging that prevent breakdown during transit. Downstream, the pharmaceutical crowd—especially those working on antiviral agents or research reagents—want a well-protected uridine derivative that holds up during storage and releases only upon controlled hydrolysis. These protections step in during oligonucleotide synthesis or when producing key intermediates for nucleoside-based APIs. We’ve seen customers frustrated by yellowed material or crystalline forms that don’t dissolve uniformly in their next reaction. From these field calls, we learned how tight packing, real-time moisture control in warehouses, and air-tight, chemical-resistant drums matter at least as much as purity stats on a certificate.

    How 2',3',5'-Tri-O-Acetyluridine Fits into Synthesis

    Our customers use it to spin out modified uridine analogs—think fluorinated, methylated, or base-altered variations. It serves as a key protection tool, with the acetyl groups avoiding side reactions when building up oligonucleotides or complex molecules. Stripping off the acetyl groups, at the right step, guarantees target structures form without unwanted byproducts. From our end, the correct installation and later removal of these acetyl groups are what drive yields up and stop cascading failures on large scale. This isn’t just a theoretical win. When a kilo-scale run avoids a full rework, it saves time, money, and resource waste—a relief for both project managers and plant operators. We’ve fine-tuned our drying steps and storage so that by the time Tri-O-Acetyluridine reaches the user, they aren't fighting clumping, degradation, or mysterious yellowing from decomposed acetates or acids.

    Comparing with Other Uridine Derivatives

    We supply unprotected uridine, dichloro derivatives, methylated uridines, and bigger families like 5'-Monophosphate protected analogs, but 2',3',5'-Tri-O-Acetyluridine holds its ground for a reason. Unprotected uridine brings hydroxy groups that react unpredictably, a headache for anyone building larger RNA analogs. Acetylation solves that problem, offering protection for all three critical positions—something mono- or di-acetylated analogs don’t guarantee. More highly protected uridines—such as benzoylated forms—sometimes hit a brick wall when customers discover they can’t remove those protections under mild conditions; yields crash, toxic byproducts creep in, or their advanced intermediates just won’t dissolve. Tri-O-acetyl coverage lets end-users keep reactions predictable, mild, and relatively green, which more complex protections barely offer at scale.

    From the Plant Floor: Focus on Impurity Control

    We always face the moving target of impurity control. Trace chloride, residual acetic acid, and partially acetylated side products can all kill a batch’s fitness. Chasing absolute zero isn’t realistic, so we use a blend of inline monitoring and off-line analysis. Each production cycle yields insights: some catalyst tweaks yielded more consistent crystal forms, some tweaks backfired and lengthened drying cycles. We minimized cross-contamination by separating Ac2O washing lines from uridine inputs, and routine GC-MS checks make it easier to spot outliers before they reach packaging. Improvements come from practice, not just textbook theory.

    Storage, Handling & Real-World Lessons

    No matter what technical sheet claims, every product’s stability gets tested by shipping containers, site conditions, and user storage. Some of our earliest shipments suffered caking and yellowing—turns out it wasn’t a batch issue but warehouse humidity breaking down acetyl groups. We refined our desiccation and swapped out liners for chemically inert alternatives. Now, we monitor every large batch for shelf-life both at the plant and at recipient sites. Reports from customers who store Tri-O-Acetyluridine under nitrogen, or who notice subtle changes in melting point suggesting micro-degradation, informed us on the value of shipment data loggers. Every drum tells a story about logistics as much as chemistry.

    Environmental and Regulatory Realities

    Our production pushes for greener chemistry, since acetic anhydride isn’t the most pleasant material to handle. We’ve trimmed down discharge waste with closed-loop solvent recovery and invested in filtration systems that drop overall process solvent loss. Regulations step in here, too—trace contaminants have strict cutoffs for advanced pharmaceutical use. We developed prefiltered process water, batch records now trace every raw component, and operators undergo frequent retraining to dodge regulatory slip-ups. This isn’t just about compliance—it’s practicality. Too many companies have suffered customs delays or rejected batches because someone missed a regulatory requirement or failed to catch a contamination at the source. Our system of traceability and record-keeping means we can point directly to every component and answer any validation query within hours.

    Fitting Into the RNA Synthesis Revolution

    Interest in modified RNA exploded with vaccine progress, CRISPR, and gene therapy work. Tri-O-Acetyluridine’s three-way protection makes it an enabler for these new platforms. Labs call us about scale jumps—one year, a few grams suffice, the next it’s multiple kilograms to feed a contract manufacturer or a biotech’s new pilot plant. Those swings forced us to bulk up our capacity, refine batch cycle times, and improve lot consistency so clients get comparable results with every box. This scale-up doesn’t come without headaches—solubility at larger volumes, filtration loads, and extra purification steps all play bigger roles than at bench scale. Not every manufacturer has the infrastructure to manage solvent storage, mother liquor recycling, and acid waste at these scales. We do, and that means our customers don’t face surprise shortages or rushed sellouts when demand spikes.

    Troubleshooting: Granulation, Clumping, and Flow

    Manufacturers, technicians, and researchers alike face one recurring question: will this acetylated uridine flow in their system? Our years in synthesis taught us that granular size, powder morphology, and drying technique drive this answer. Handlers want clump-free, consistently sized material that won’t clog feed lines or homogenous solution prep. Early on, we fielded complaints about hard cakes forming in drums. We responded by changing the granulation sequence, increasing tumbling time after crystallization, and fine-tuning the vacuum drying protocol. These adjustments paid off—reduced static build-up, smoother pour, and less need for manual agitation at customer sites. Direct conversations with on-site techs give us feedback that scientific publications never do. Their observations fuel a cycle of improvement, from plant floor to shipped drum.

    Supporting High-Stakes Pharmaceutical Work

    Drug manufacturers depend on the predictability of our tri-acetylated uridine batches. Switches in impurity profile, unexpected melting point shifts, or color changes undermine validation programs and force expensive do-overs. Human errors or accidental cross-contamination mean more than just lost product—they can hold up clinical batches or research milestones. So, we invest in process validation and continual retraining, because nothing sours a customer relationship faster than inconsistent intermediates. Technicians know they can reach us for help troubleshooting or for historical batch records, and we always view on-site audits as opportunities to keep our plant standards in line with real-world user needs.

    Anticipating Future Process Needs

    The role of 2',3',5'-Tri-O-Acetyluridine continues to grow as the healthcare world demands more modified nucleosides, tailored diagnostics, and new API targets. Clients previewed their evolving needs—longer shelf life, smaller-lot packaging, or faster release. In response, we’ve been building redundancy into our line, running stress tests in climate chambers, and working with drum manufacturers to develop chemical-resistant linings. We evaluate every packaging run by weight-loss tracking and thermal cycling, so if new problems crop up, we see them before our clients do.

    Learning and Collaborating with the User Community

    There’s no substitute for listening to the technicians and researchers who handle our product. Their direct feedback drove most of our improvements, whether it meant changing filter mesh size, rebalancing acetylation catalyst ratios, or offering smaller drum sizes for research pilots. Some competitors might lower their price by skimping on drying cycles or filtration; we learned early that investing in field feedback leads to stronger, longer-term relationships. We view every issue—clumps, color, melting point shifts—as an opportunity for direct discussion, process review, and sometimes a plant tweak. Open collaboration has made our production team sharper, more responsive, and, ultimately, more trusted by those who use the end product in their most critical work.

    Continuous Improvement as a Manufacturing Mindset

    Manufacturing 2',3',5'-Tri-O-Acetyluridine isn’t about standing still. Markets evolve, regulations tighten, and customers’ needs shift. Our plant teams invest time in continuous monitoring, not only by applying QC test regimes, but by analyzing root causes for every batch anomaly and soliciting customer results whenever possible. We’re not just pushing out product; we’re committed to evolving our synthesis, purification, and delivery in response to what front-line users actually need. As science advances, we keep adapting our process to maintain reliability, safety, and purity so that our product keeps fitting seamlessly into each new generation of pharmaceutical research and manufacturing.