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2,3,4-Tri-O-Benzyl-L-Fucopyranose

    • Product Name 2,3,4-Tri-O-Benzyl-L-Fucopyranose
    • Alias 2,3,4-Tri-O-benzyl-L-fucose
    • Einecs 607-681-6
    • 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
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    Specifications

    HS Code

    360620

    Product Name 2,3,4-Tri-O-Benzyl-L-Fucopyranose
    Cas Number 150142-35-7
    Molecular Formula C29H32O5
    Molecular Weight 460.56
    Appearance White to off-white solid
    Purity Typically ≥ 98%
    Solubility Soluble in organic solvents such as dichloromethane, chloroform
    Storage Condition Store at 2-8°C, protected from light and moisture
    Optical Rotation [α]D20 +51 to +56° (c=1, CHCl3)
    Synonyms L-Fucopyranose, 2,3,4-tris-O-(phenylmethyl)-
    Smiles C1=CC=C(C=C1)CO[C@@H]2O[C@H](O[C@H](COC3=CC=CC=C3)[C@@H](COC4=CC=CC=C4)[C@H]2O)C

    As an accredited 2,3,4-Tri-O-Benzyl-L-Fucopyranose factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing Amber glass vial containing 1 gram of 2,3,4-Tri-O-Benzyl-L-Fucopyranose, sealed with a screw cap and labeled.
    Shipping 2,3,4-Tri-O-Benzyl-L-Fucopyranose is shipped in tightly sealed, chemically compatible containers to prevent contamination or moisture exposure. The package is cushioned and clearly labeled with appropriate hazard and handling information. It is transported according to chemical safety regulations, typically at ambient temperature, unless otherwise specified by the material safety data sheet (MSDS).
    Storage 2,3,4-Tri-O-Benzyl-L-Fucopyranose should be stored in a tightly sealed container, protected from light and moisture, in a cool, dry place at 2–8 °C (refrigerator). Avoid strong acids, bases, and oxidizing agents. Store away from incompatible substances to prevent degradation. Handle under inert atmosphere (nitrogen or argon) if prolonged storage is required to maintain chemical stability and purity.
    Application of 2,3,4-Tri-O-Benzyl-L-Fucopyranose

    Applications of 2,3,4-Tri-O-Benzyl-L-Fucopyranose in Industrial Manufacturing

    2,3,4-Tri-O-Benzyl-L-Fucopyranose serves as a specialized intermediate in the synthesis of oligosaccharide-based active pharmaceutical ingredients, advanced fine chemicals, high-purity glycoconjugates, glycan-related research materials, and select high-value added biotechnology products. The following sections present distinct application scenarios based on current industrial practice and address regulatory frameworks, formulation strategies, integration within downstream workflows, and real end product categories.

    1. Active Pharmaceutical Ingredient (API) Synthesis for Glycoconjugate Vaccines

    This compound functions as a protected L-Fucose building block in the stepwise chemical synthesis of complex oligosaccharide chains, which are subsequently conjugated to carrier proteins for vaccine production. Its use supports the assembly of specific glycan epitopes required for next-generation conjugate vaccines targeting bacterial pathogens.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice for Active Pharmaceutical Ingredients
    • European Pharmacopoeia (Ph. Eur.) Monographs for Carbohydrate-Based Drug Substances
    • US FDA cGMP (21 CFR Parts 210 & 211) for drug substance manufacturing
    • Japanese Pharmacopoeia technical standards for APIs

    Typical usage ratio

    • 3-8 molar equivalents relative to other monosaccharide units within an oligosaccharide sequence, adjusted according to chain length and yield requirements

    Downstream process integration

    • Introduced during protected glycosyl donor preparation and iterative glycosylation steps on solid or solution-phase synthesis platforms; subsequent deprotection and conjugation steps performed according to vaccine manufacturing protocols

    Final product types

    • Glycoconjugate vaccines against Neisseria meningitidis, Streptococcus pneumoniae, Haemophilus influenzae, and experimental oncology immunotherapies

    2. Custom Carbohydrate Library Preparation for Drug Discovery

    Research and development groups employ 2,3,4-Tri-O-Benzyl-L-Fucopyranose as a key intermediate for assembling diverse carbohydrate libraries used in high-throughput screening against glycan-binding proteins or in structure–activity relationship studies. The controlled protection pattern facilitates selective deprotection and late-stage modification to generate isomeric and functionalized sugar analogs.

    Industry compliance standards

    • OECD Good Laboratory Practice (GLP) Principles
    • ISO 9001:2015 Quality Management for Fine Chemical Synthesis
    • REACH Registration (EC 1907/2006) for non-pharmaceutical chemical intermediates
    • Institutional biosafety and chemical handling guidelines

    Typical usage ratio

    • Variable, generally 0.5–1.2 equivalents per library scaffold, tuned for parallel synthesis batches; quantity depends on combinatorial pathway complexity

    Downstream process integration

    • Charged as a protected sugar during orthogonal glycosylation or reductive opening reactions within multi-step automated synthesizer systems; selective debenzylation staged for diversification

    Final product types

    • Diversity-oriented carbohydrate libraries for pharmaceutical, agricultural, and biochemical target screening; reference glycan panels for microarray analysis

    3. Synthesis of Glycosylated Fine Chemicals for Cosmetic Active Ingredients

    Manufacturers of high-end cosmetic actives utilize this functionalized L-fucose derivative as a precursor for site-specific glycosylation reactions, generating oligosaccharides and glycomimetics that impart moisturization, anti-aging, and skin-brightening functionalities distinct to glycolipid, glycopeptide, and glycosylated polyphenol formulations.

    Industry compliance standards

    • ISO 22716:2007 (Cosmetics – Good Manufacturing Practices)
    • Regulation (EC) No 1223/2009 on Cosmetic Products (EU)
    • China Cosmetics Supervision and Administration Regulation (CSAR)
    • US FDA Voluntary Cosmetic Registration Program (VCRP) recommendations

    Typical usage ratio

    • Employed at 1-3 equivalents per active ingredient molecule in glycosylation schemes; ratio varies by scaffold and glycosylation type

    Downstream process integration

    • Introduced in the protected form during glycoside bond formation in batch or flow reactors; final products undergo global deprotection and purification under GMP for cosmetic actives

    Final product types

    • Glycosylated saponins, fucosylated hyaluronic acid, glycopeptide skin repair factors, and advanced moisturizing agents for premium dermocosmetics

    4. Analytical Standards and Structural Biology Tools Production

    Producers of high-purity standards for chromatographic and spectrometric systems employ this protected sugar to synthesize defined oligosaccharide fragments and isotope-labeled glycans used for calibration and structural elucidation in biomedical laboratories and pharmaceutical QC.

    Industry compliance standards

    • ISO 17034:2016 (General requirements for the competence of reference material producers)
    • ISO/IEC 17025:2017 (Testing and calibration laboratories)
    • USP (United States Pharmacopeia) Reference Standards requirements
    • FDA requirements for analytical reference materials used in regulated environments

    Typical usage ratio

    • Determined by target standard complexity, typically 1 equivalent per synthetic branch point residue or 0.1–0.3 mmol scale for multi-step structural assemblies

    Downstream process integration

    • Fed into solution-phase assembly or chemoenzymatic synthesis workflows; final products subjected to precise deprotection and isotope labeling steps followed by mass-balance calibration

    Final product types

    • Oligosaccharide reference standards for LC-MS/GC-MS, fucosylated glycan probes for protein crystallography, and authentic markers for glycomics analysis

    5. High-Purity Research-Grade Glycoconjugate Material Supply for the Biotech Sector

    Specialty biotechnology companies incorporate the protected L-fucoside in the assembly of custom glycopeptides and glycoconjugates intended for preclinical research, antigen discovery, and glycan–protein interaction studies. Its protection scheme supports sequence-selective assembly and efficient deprotection planning, facilitating synthesis of rare glycosylation motifs for biotechnological innovation.

    Industry compliance standards

    • ISO 13485:2016 (Medical devices – Quality management systems for research reagents)
    • OECD GLP Principles (for preclinical reagents)
    • NIH and institutional biosafety mandates for research-use only materials
    • REACH exemption for research and development chemicals where applicable

    Typical usage ratio

    • Utilized at 1–2.2 equivalents per glycan or glycopeptide target in solid-phase or solution-phase synthesis; quantity scales with batch size and target motif complexity

    Downstream process integration

    • Charged at the glycan-assembly stage within automated peptide/glycopeptide synthesizers or manual solution-phase carbohydrate chemistry protocols, followed by global deprotection and sequence verification

    Final product types

    • Synthetic glycopeptides with defined L-fucose content, neoglycoproteins for receptor screening, and structurally homogenous glycans for cell biology research
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    Certification & Compliance
    More Introduction

    2,3,4-Tri-O-Benzyl-L-Fucopyranose: A Close Look from the Factory Floor

    Crafting Specialty Sugars: Introducing 2,3,4-Tri-O-Benzyl-L-Fucopyranose

    Making high-purity sugars takes more than chemistry — it takes the right mindset, a tried-and-tested process, and genuine attention to every reaction. In the landscape of carbohydrate production, 2,3,4-Tri-O-Benzyl-L-Fucopyranose is a marker for how far specialty chemistry can go when it’s given the care it deserves. Our experience with this compound runs deep, reflecting the years of research and optimization that shape each batch behind our plant gates.

    The Model That Makes a Difference

    Working with pure L-fucose derivatives often stirs up a whole set of challenges: moisture, odors, unpredictable impurities, and the headache of scaling up. 2,3,4-Tri-O-Benzyl-L-Fucopyranose sidesteps these hurdles because of its protective benzyl groups, which stabilize the molecule and let chemists shape more complex glycans. These features don’t happen by accident; our process relies on carefully timed reactions and exhaustive purification at each step.

    Speaking from where the glassware clinks and the vacuum pumps run, it’s easy to see why this compound serves as a launching pad for further synthetic work. Its model is defined less by checklist specification and more by how it withstands the real rigors of organic manipulation. Any researcher who has tried deprotection or glycosylation without this stability speaks of wasted time and drift in product purity. With its three benzyl ethers locking down the 2, 3, and 4 positions, 2,3,4-Tri-O-Benzyl-L-Fucopyranose gives chemists a predictable anchor throughout multi-step synthesis.

    Specifications Drawn from Practice

    Product quality can’t just exist on paper. We’ve gone through rounds of scale-up, always checking for consistency—not just under NMR and HPLC, but batch after batch as the plant moves from test batches to full-scale runs. What stands out is the crystalline form that this compound adopts after final recrystallization; it transforms from sticky or oily intermediates into solid, workable material.

    Moisture content has shown to be stable below 0.5%, and purity pushes north of 98% under most analytical conditions. Isomer formation tracks low, and we see minimal carry-over from previous synthetic steps thanks to careful column purification. The melting point of 2,3,4-Tri-O-Benzyl-L-Fucopyranose sits in a range that comforts those working with secondary processing, where high temperatures can drive decomposition in less robust molecules. As practitioners, these details mean less downtime, less material lost, and better reproducibility for every downstream user.

    Usage Rooted in Real-World Needs

    Customers knocking on our door for 2,3,4-Tri-O-Benzyl-L-Fucopyranose aren’t doing it just to put another compound on their shelf. In our day-to-day, we see this sugar used in academic labs and pharma development, mainly serving as an intermediate. Its stability and ease of handling make it a frequent favorite among those working on oligosaccharide assembly—where each new bond built is a chance for side reactions to throw a wrench into the plan.

    Used as a building block, it stands up well to both acid and base treatments in common glycosylation protocols. The benzyl-protected positions allow chemists to tailor further modifications at the 1- and 6- loci. Selective deprotection under hydrogenolysis leaves the core structure untouched and ready for continued work, compared to other protections that risk scrambling the sugar. This difference gives researchers peace of mind, shaving weeks off their project timelines and improving the odds of success in both early discovery and late-stage preclinical work.

    The food and cosmetic industries occasionally inquire, but the bulk of demand arrives from labs focused on next-generation therapeutics, diagnostics, and even vaccine adjuvant platforms. Precise carbohydrate motifs built on our 2,3,4-Tri-O-Benzyl-L-Fucopyranose backbone play their part in probing protein-ligand interactions, immune responses, or pathogen recognition. Without dependable intermediates, much of this work would stay locked on whiteboards and grant applications, never making it to the bench—or the clinic.

    Differences that Matter: A Manufacturer’s Perspective

    Many in the business tout “high purity” or “custom specification.” In practice, the variation from one supplier to the next can be massive. Factory-experienced chemists know the dangers of inconsistent benzylation; incomplete reactions lead to mixed products that haunt every subsequent purification. Our line doesn’t flag on complexity—we spot-check intermediates by TLC, record the benzylation progress under strict temperature and time controls, and adjust workup protocols as raw material sources fluctuate.

    Some products on the market harbor trace metal or silica residues that slip in during work-up. Such residues might be missed in cursory QC and can sabotage sensitive coupling steps or poison catalytic attempts downstream. Our focus on filtration and solvent washing, honed batch after batch, isn’t just regulatory compliance — it’s personal pride born from too many ruined runs. For us, the biggest difference lies not in flashy packaging but in reproducible results; our material delivers clear, single-spot TLC after deprotection in customer hands.

    There’s no substitute for seeing a colleague walk back from the reaction block with a pure product in a round-bottom flask, knowing that it came from a batch we poured effort into. We hear fewer complaints about challenging chromatography, lower batch-to-batch variability, and more feedback about actual process improvements. Synthetic routes planned around our 2,3,4-Tri-O-Benzyl-L-Fucopyranose have a habit of running more smoothly; that’s something you notice after years in the trenches of production chemistry, not just from a marketing flyer.

    Challenges and Solutions from the Workshop

    In our early days, scaling up benzylation reactions posed headaches. Solvent consumption was high, and incomplete conversion forced repeat purifications, which pushed costs up. Working hands-on, we found out that slower addition of benzyl chloride and tighter temperature control improved both yield and selectivity. By reducing batch sizes and investing in in-line monitoring, losses shrunk and quality rose. Analytical chemists on our team hammered out GC-MS and NMR protocols to spot side-products earlier, cutting down on batch waste and rework.

    Problems with raw material purity also surfaced. A slight uptick in moisture or a contaminant in L-fucose would derail subsequent protection steps, especially if the contamination went undetected till further along. Early on, we started doing pre-qualification runs of new raw materials, vetting suppliers with trial reactions before switching over for an entire production lot. Over the years, this practice has saved endless cycles of troubleshooting and given us room to share with others — collaborations with academic groups, for instance, who value reproducible starting material above all.

    Product handling after purification raised another issue: caking and difficult redissolution could limit how end users weighed and dosed the compound. Simple tweaks — vacuum-drying protocols, controlled ambient conditions, and proper storage container selection — kept our product flowable and easy to sample even after months on the shelf. These may sound like small matters, but to a research chemist working on microgram scales, they can spell the difference between an effortless experiment and an all-day fight with sticky, degraded stock.

    Supporting the Work of Scientific Innovators

    Behind every bottle of 2,3,4-Tri-O-Benzyl-L-Fucopyranose sits the effort of a team that knows the pain points of ambitious synthesis. Scientists developing carbohydrate therapeutics or new diagnostic tools look past mere availability; they need partners who bring insight, not just product. By moving beyond “specification sheet” thinking, we listen to feedback from the bench and respond with practical support. If a client faces trouble deprotecting a particular batch or spots an impurity under LC-MS, our team doesn’t pass the buck. We walk through their protocol, replicate any issue in our labs, and adjust our process to keep the next batch in line with the last.

    It also means being honest about limitations. Sometimes, a reaction will call out a rare lot-to-lot difference or demand a particular crystalline form. In our shop, we don’t hide this with vague language — we flag it, explain where the process may introduce changes, and offer backup plans. Over decades, this commitment to transparency and learning helps not just our clients’ projects succeed but raises the general standard of specialty carbohydrate chemistry.

    Continuous Learning and Adaptation

    As scientific frontiers push forward, client needs for custom sugar intermediates grow more complex. We’ve learned not to rest on one “good enough” process. Regularly, we engage with university groups, biotech innovators, and process chemists to swap notes, review synthetic bottlenecks, and co-develop workarounds. Some customers want E/Z selectivity, others require ultra-low endotoxin levels, and a handful seek greener processing with reduced solvent use. Each brings new lessons that feed right back into our plant’s day-to-day operations.

    New technologies, like on-line monitoring or next-generation column media, don’t stay theoretical on our floor. Process upgrades run in parallel with batches destined for active projects. When switching a step from batch to continuous flow shaved ten hours off benzylation time, it wasn’t because a consultant suggested it — it was months of operator notes and error tracking. Adaptation is a lived reality for our crew, who see each change reflect in reduced downtime, safer handling, and more reliable output week after week.

    Zeroing in on What Chemists Need

    The market for 2,3,4-Tri-O-Benzyl-L-Fucopyranose isn’t defined by mass sales. True, it’s not a commodity like glucose or acetone. Its value lies with the researchers who build complex molecules from the ground up, where every intermediate must perform without hiccup or unpredictability. We get calls from scientists mid-project, often troubleshooting tricky glycosidic couplings or struggling to free up protected sites without destructive side reactions. Our experience matches theirs, and this gives us an immediate sense of what details matter — clean NMR spectra, absence of tough-to-remove byproducts, and easy downstream modifications.

    Requests for small custom lots happen more often than most outsiders imagine. No matter how good a standard protocol runs, some projects call for tweaks — a different counterion, lower residual solvent levels, or a specific particle size to suit automated synthesis. Fulfilling these takes agility and a hands-on understanding of the molecule, since every variant brings quirks of solubility, reactivity, or shelf-life.

    Future Directions: What’s Next for Benzylated Fucose Chemistry

    As more advanced carbohydrate therapeutics move through development, demand grows for ever-purer, more diverse rare sugar derivatives. We foresee 2,3,4-Tri-O-Benzyl-L-Fucopyranose serving as a bridgehead to even more sophisticated targets: branched oligosaccharides, labeled conjugates, and cleavable linkers. Each surge in complexity pushes us to test and refine our existing protocols, drawing from experience but always innovating for the next challenge.

    Environmental pressures also play their role. Reduced volatile organic carbon emissions, safer work-up, and greener solvent selection drive plant updates each year. Our recent efforts with recycling benzylation solvents and capturing excess reagents cut waste and saved resources, but we know this is only the beginning. We see ourselves as stewards as much as producers, tasked with supporting both scientific exploration and environmental responsibility for the long haul.

    A Commitment Fueled by Real-World Experience

    We build every lot of 2,3,4-Tri-O-Benzyl-L-Fucopyranose from raw sugar to final crystal, watched over by chemists and engineers who’ve tackled the hard lessons of inconsistent intermediates, poorly tracked byproduct streams, and ever-changing regulatory requirements. Our feedback loop closes the distance between production and application, with protocols fine-tuned in response to what actually happens in the flask, not just what’s expected on spreadsheets.

    Long after a shipment arrives, we stay ready to help troubleshoot, suggest protocol tweaks, or share technical notes that skip the fluff and zero in on what matters most. After years listening to clients, fixing what breaks, and learning from every hiccup, we’ve built a product and a set of relationships grounded in expertise, humility, and the steady hands-on correction that real science demands.

    2,3,4-Tri-O-Benzyl-L-Fucopyranose stands as proof that specialty chemical manufacturing is as much art as science. Each distinct batch reflects not only a repeatable chemical process but the cumulative lessons of teams willing to dig in, solve problems, and deliver on both purity and trust. Our doors remain open to new challenges and uncommon requests, and we take pride in supporting the experiments and breakthroughs built from every molecule we send out.