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(-)-1,4-Di-O-Benzyl-L-Threitol

    • Product Name (-)-1,4-Di-O-Benzyl-L-Threitol
    • Alias L-threitol dibenzyl ether
    • Einecs 651-530-8
    • 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

    731355

    Product Name (-)-1,4-Di-O-Benzyl-L-Threitol
    Cas Number 112022-87-8
    Molecular Formula C18H22O4
    Molecular Weight 302.37 g/mol
    Appearance White to off-white solid
    Purity Typically ≥98%
    Melting Point 73-76°C
    Solubility Soluble in organic solvents like dichloromethane, chloroform, and methanol
    Optical Rotation [α]D20 = –42.0° (c=1, CHCl3)
    Storage Conditions Store at 2-8°C, protected from light and moisture
    Synonyms (-)-1,4-Dibenzyloxy-L-threitol
    Smiles C1=CC=C(C=C1)COC(C(COCC2=CC=CC=C2)O)O

    As an accredited (-)-1,4-Di-O-Benzyl-L-Threitol factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing Packed in a 5g amber glass bottle, sealed with a screw cap, labeled with product name, chemical structure, and hazard information.
    Shipping (-)-1,4-Di-O-Benzyl-L-Threitol is shipped in tightly sealed containers, protected from light and moisture. The package complies with chemical transport regulations, ensuring safety during transit. It is typically shipped at ambient temperature unless otherwise specified, with required labeling and documentation for laboratory chemicals. Handle with appropriate safety precautions upon receipt.
    Storage Store (-)-1,4-Di-O-Benzyl-L-Threitol in a tightly sealed container, protected from light and moisture, in a cool, dry place (preferably 2–8°C, refrigerated). Avoid exposure to air and incompatible substances such as strong oxidizers. Handle in a well-ventilated area and keep container tightly closed when not in use to maintain stability and prevent contamination or degradation.
    Application of (-)-1,4-Di-O-Benzyl-L-Threitol

    Applications of (-)-1,4-Di-O-Benzyl-L-Threitol in Industrial Manufacturing

    As a specialized manufacturer of (-)-1,4-Di-O-Benzyl-L-Threitol, we support downstream industries with consistent quality and precise specification control. The compound serves as a critical intermediate in several high-value production domains, where attention to compliance, dosing, and process integration drives end-product quality in regulated environments. Application scenarios below reflect documented industrial practice.

    1. Chiral Ligand Synthesis in Pharmaceutical API Manufacturing

    Pharmaceutical synthesis relies on chiral resolution to achieve single-enantiomer APIs. (-)-1,4-Di-O-Benzyl-L-Threitol acts as a key precursor for the preparation of chiral ligands, especially in asymmetric catalytic hydrogenation and related enantioselective reactions. Manufacturers use it during the intermediate stage to build ligand families such as BINOL- and related derivatives, directly impacting stereochemistry control in downstream reactions.

    Industry compliance standards

    • USP (United States Pharmacopeia) monographs for APIs
    • ICH Q7 (Good Manufacturing Practice for Active Pharmaceutical Ingredients)
    • European Pharmacopoeia (Ph. Eur.) guidelines
    • China Pharmacopoeia (ChP) for local API production

    Typical usage ratio

    • 0.05 mol to 0.2 mol per mol catalyst, adjusted by ligand complexation efficiency and API batch scale.

    Downstream process integration

    • Introduced after upstream protection/deprotection step and converted to key ligand derivative before catalytic resolution of target substrate.

    Final product types

    • Single-enantiomer active pharmaceutical ingredients (e.g. statins, antidiabetics, antihypertensives)
    • Chiral ligands for internal catalyst assembly
    • Specialty pharmaceutical intermediates
    • Reference standards for QC labs

    2. Synthesis of Chiral Stationary Phases (CSPs) for HPLC Columns

    Analytical and preparative chromatography manufacturers employ (-)-1,4-Di-O-Benzyl-L-Threitol as a precursor in the functionalization of silica-based stationary phases for high performance liquid chromatography (HPLC). It delivers precise chiral recognition capacity through selective derivatization and covalent bonding onto chromatographic supports, influencing resolution in enantiomeric separations for regulated environments.

    Industry compliance standards

    • ISO 9001:2015 (Quality Management for lab supply manufacturing)
    • FDA 21 CFR Part 210/211 (for columns used in regulated pharmaceutical analysis)
    • REACH (Registration, Evaluation, Authorisation and Restriction of Chemicals) for raw materials
    • GLP (Good Laboratory Practice) framework

    Typical usage ratio

    • 5–10% by mass relative to total silica support during CSP bonding; level adjusted for desired phase surface loading and column efficiency targets.

    Downstream process integration

    • Used during organofunctional silanization stage following bead activation, enabling covalent linkage and specification of selectivity patterns in final CSP.

    Final product types

    • Chiral HPLC columns (prep and analytical scale)
    • Enantiomeric separation cartridges
    • Quality control chromatographic materials
    • Research platforms for pharmaceutical method development

    3. Fine Chemical Intermediate in Agrochemical Synthesis

    Agrochemical active ingredient manufacturers turn to this compound for constructing high-purity chiral building blocks in fungicides and herbicides. Its benzyl-protected structure allows selective transformation under controlled hydrogenolysis, supporting synthesis of enantio-enriched intermediates with required stereochemical fidelity.

    Industry compliance standards

    • FAO/WHO Specification and Evaluation (JMPR) for pesticide intermediates
    • ISO 17025 for QC testing labs
    • Chinese GB Production Safety and Environmental Regulations
    • EU REACH compliance for export markets

    Typical usage ratio

    • 0.1 to 0.5 mol per mol of target chiral building block; dosing adjusted by substrate reactivity and protection group removal efficiency.

    Downstream process integration

    • Applied after core ring construction, during chirality induction and protection phase, preceding final oxidation or coupling steps for active agrochemicals.

    Final product types

    • Chiral herbicide components (e.g. metolachlor intermediates)
    • Fungicide active intermediates
    • Seed treatment synthesis additives
    • Customized enantio-enriched agrochemical intermediates

    4. Precursor for Asymmetric Organic Synthesis in Specialty Materials

    Specialty materials manufacturers employ this material to create chiral auxiliaries and asymmetric diols for further transformation into liquid crystals, performance polymers, and high-refractive-index materials. Its two benzyl-protected hydroxyl groups yield precise stereocontrol, supporting applications demanding high optical activity and purity.

    Industry compliance standards

    • ISO 9001:2015 for functional material production plants
    • RoHS (Restriction of Hazardous Substances) for export-oriented specialty materials
    • Japanese MITI regulations for specialty chemical exports
    • Technical datasheet compliance for advanced material end-users

    Typical usage ratio

    • 2–10% by mass incorporated in formulation, depending on desired optical activity and structural requirements for the end product.

    Downstream process integration

    • Added after preliminary oligomer/polymer backbone assembly at the stage of functional group modification to induce chirality or increase reactivity.

    Final product types

    • Chiral liquid crystal intermediates
    • High-performance polymers with specific optical rotation
    • Photoactive specialty resins
    • Advanced coatings for electronics and optics

    5. Intermediate in Carbohydrate-Based Natural Product Synthesis

    Natural product synthesis and carbohydrate chemistry sectors use (-)-1,4-Di-O-Benzyl-L-Threitol to generate complex saccharide frameworks. Its stereochemically defined structure, combined with removable benzyl protections, supports strategic chain elongation, glycosylation, and selective functionalization during total synthesis of bioactive oligosaccharides and glycosylated pharmaceuticals.

    Industry compliance standards

    • ICH Q11 (Development and Manufacture of Drug Substances)
    • USP and Ph. Eur. references for natural and semi-synthetic APIs
    • ISO 13485 for medical-grade carbohydrate derivatives
    • Food Chemicals Codex (FCC) for specialty carbohydrate ingredients (where applicable)

    Typical usage ratio

    • 0.05–0.25 mol per mol target sugar backbone. The range depends on the complexity of the glycosylation steps and total number of orthogonal protections required.

    Downstream process integration

    • Employed at the protected precursor input stage, prior to glycosyl donor/acceptor coupling and subsequent deprotection or downstream medicinal modification.

    Final product types

    • Bioactive oligosaccharide intermediates
    • Semi-synthetic glycosylated drugs (e.g. antibiotics, antivirals)
    • Medical carbohydrate derivatives for targeted delivery
    • Functionalized saccharide scaffolds for research
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    Certification & Compliance
    More Introduction

    (-)-1,4-Di-O-Benzyl-L-Threitol: A Closer Look from the Manufacturer's Floor

    Knowing the Product Inside and Out

    As a company with hands-on experience crafting pure (-)-1,4-Di-O-Benzyl-L-Threitol, we always stick to what really matters: reliable supply and consistency in every batch. This compound, known for its chiral purity and select protective groups, always draws attention from researchers and specialists needing precise intermediates for asymmetric synthesis and medicinal chemistry. It’s far more than just another specialty alcohol. Each drum and vial we ship starts as raw, bulk material, and our team handles every phase, from protection chemistry through purification. Direct manufacturing control leads to tighter specifications. You can count on our technicians monitoring each run by chiral HPLC and NMR, right on-site, long before anything goes out the door.

    Why the Model and Structure Stand Out

    The structure of (-)-1,4-Di-O-Benzyl-L-Threitol reflects years of method refinement. With the L-threitol backbone and benzyl ethers at the 1 and 4 positions, you get an intermediate with true enantiopurity, thanks to a synthetic route that avoids racemization traps. Bench scientists and scale-up teams both value this model for its performance in building stereochemically-defined molecular scaffolds, especially where downstream reactions depend on intact chirality. Whenever customers compare this compound to ‘comparable’ offerings, the questions soon turn technical: how clean is the spectral baseline, what’s the real measured optical rotation, and how consistently do those numbers show up from batch to batch? Because we actually run the reactions ourselves, day in and out, we’ve seen firsthand how tiny changes in benzylation timing or work-up can create impurities that show up only when a procedure moves from milligrams to larger-scale. Our model focuses on minimizing these risks at every turn.

    The Role in Synthesis Routines

    Our experience with (-)-1,4-Di-O-Benzyl-L-Threitol began on the synthesis side, not in a sales office. Customers ask for it mainly as a chiral auxiliary, and not always for the same end goal—some for resolving acids, others for advanced carbohydrate synthesis, and small molecule libraries. We stepped into making this material in-house because outsourced, broker-obtained compounds often gave inconsistent results. What we do differently is keep control of the diastereoselective protection, use in-house chromatography to isolate isomers, and routinely run full characterization on every lot. This isn’t about ticking boxes; the downstream chemistry depends on protecting groups that both shield the right positions and can be cleanly removed under gentle conditions. That’s only possible if every lot stays within narrow purity ranges and has properly assigned stereochemistry. If you ever tried cutting corners sourcing this molecule from a random supplier, you probably saw for yourself how quickly a ‘good enough’ bottle leads to lost time and failed syntheses.

    Eyes on Purity, Real Manufacturing Yields

    Some discussions around (-)-1,4-Di-O-Benzyl-L-Threitol focus on theoretical purity, but after years in production we talk concrete numbers. Each batch typically delivers HPLC purities above 99%, and we guarantee verified optical activity. Because of our closed-loop operations, byproducts from incomplete benzylation or over-reaction down the line don’t slip past our analytics team. Sometimes, in scaled-up syntheses, fractions containing traces of mono-benzylated isomers or over-protected derivatives appear. We address these issues by controlling temperature profiles, using fresh reagents, and running inline phase separation—not just hoping for ‘good enough’ separation at the end. Our facility maintains both research and kilo-lab scale setups, so customers drawing from our inventory avoid run-to-run variability.

    Distinguishing Features from Alternatives

    Since laboratories occasionally confuse (-)-1,4-Di-O-Benzyl-L-Threitol with its D-threitol or racemic analogs, our team emphasizes chiral verification from the start. Even molecular sieves, the choice of solvent during benzyl group addition, and the quality of starting material steer outcomes. We’ve seen competitors offer bulk pricing on less-defined material. Say, for example, a customer sources a batch that looks right by TLC but falls short on chiral purity by NMR—they find out during downstream steps when yields collapse or enantiomer ratios drift. That leads to waste, extra purification steps, or failed screens. By focusing strictly on the L-enantiomer and confirming all handles are in the correct configuration, our batches spare users this pain. Each order comes with real data, direct from our own machines.

    Usage—A View from the Production Bench

    Chemists rely on (-)-1,4-Di-O-Benzyl-L-Threitol to introduce rigorous stereocontrol during multi-step synthesis. Its value is strongest where protecting group chemistry needs precision, and where reactions can’t tolerate side-products or misaligned chirality. In one project, a customer scaled a key intermediate from gram to hundred-gram batches for a pharmaceutical precursor. They hit snags with third-party material, facing weeks of troubleshooting. Swapping over to our batches eliminated their need for pre-purification, which cut their solvent use and kept downstream reactions on schedule. Experience taught us to target not only chiral purity, but also the fine line between ease of deprotection and stability during storage. This balance—something only visible to those who run both small and large-scale syntheses—pushes us to refine our route and keep quality specs tight.

    Challenges and How We Solve Them

    Making (-)-1,4-Di-O-Benzyl-L-Threitol intensely exposes the limitations in many protection systems. Early work with batch benzylations gave inconsistent reproducibility, especially where local heat spikes or slow quenching caused side-products. Years of tweaking taught us that slow addition of benzylating agents, regular monitoring by TLC and HPLC, and controlled quenching all produce better yields. Standardizing chromatography and implementing quality checks at multiple steps help rule out trace impurities that escape less robust processes. The biggest ongoing issue—controlling moisture in reaction vessels—led us to overhaul our drying protocols and invest in in-line solvent purification. That means less batch-to-batch drift, smoother deprotection down the road, and fewer surprise peaks on customer’s spectra. Our process isn’t static: as soon as analytics catch anything unusual, our team traces back through the parameters, retrains if needed, and reworks flows. That iterative attitude keeps setbacks brief and lets us maintain the high purity our clients expect.

    Firsthand Benefits for Research and Production Labs

    From bench-scale labs developing new synthesis pathways to kilo-lab setups feeding drug development projects, real-world users come back to this product for one reason: results. Synthetic chemists juggling a half-dozen chiral intermediates need certainty that every step builds on solid ground. Our (-)-1,4-Di-O-Benzyl-L-Threitol routinely enables high-yield, highly selective reactions, eliminating late-stage surprises. Over the years, feedback from contract manufacturing partners shaped upgrades—shoring up batch reproducibility, improving container materials to fend off cross-contamination, and switching to more inert atmospheres during final packaging. Each process change reflects a lesson learned by our operators, whose day-to-day focus sits squarely on real, measured outcomes, and not on theoretical metrics.

    Comparing Against Standard Threitol Derivatives

    Colleagues often ask about differences between this compound and similar-looking protected sugars. Some opt for 1,2- or 1,3-di-O-benzyl analogs, assuming interchangeability. Years of seeing actual results say otherwise. Placement of the benzyl groups changes the reactivity and selectivity, especially when the intermediate acts as a chiral pool substrate. In our pilot runs, swapping even one protecting group position caused downstream selectors to fail, leaving teams with unwelcome byproduct mixtures. The L-form brings dependable stereochemical bias, critical for specialty ligand synthesis and chiral reduction agents. Attempts to short-circuit with racemic mixtures or other isomers cost time and resources. Each analog serves best in its tailored role—our job centers on making sure the right tool for the job arrives with all specs and documentation in place, built from scratch by chemists who understand what’s at stake.

    Long-Term Handling and Storage Tips

    After multiple years working with the product on our own floor, we recommend practical handling protocols. The compound keeps best in tightly closed containers under dry, inert gas, at room temperature out of direct light. Air and moisture exposure slowly degrade purity, so daily sampling uses carefully dried implements and fresh pipettes. Any deviation in storage—especially humidity—immediately shows up in batch records, tracking subtle shifts in melting point or optical activity. Our shipping department wraps every bottle under controlled atmosphere, sometimes double-sealing larger volumes when climate or transit time adds uncertainty. By sharing these real storage routines openly with research partners, we avoid accidents and shelf-life complaints that plagued earlier competitors.

    Quality Checks at Every Step

    Every time we scale up production, our quality and process teams build more redundancy into verification. Routine analysis runs through NMR, IR, chiral HPLC, and both optical rotation and melting point checks right on the production floor. We keep every batch sample for reference, letting both new and repeat customers request historical comparison data, batch-to-batch. Our facility even supports custom test requests—from enantiomeric purity checks to advanced MS spectra. Problems identified fast get fixed fast; we never wait for a delayed third-party lab report before acting. This direct engagement really sets in-house manufacturing apart from simple repackaging or distribution practices. If an operator sees a deviation on the scale, that triggers a mid-batch review—no shipment leaves before clearing every hurdle, tracked under our own eyes.

    Building Partnerships Around Experience—Not Just Paperwork

    Working as both producer and problem-solver connects us to real user stories. One pharmaceutical contractor came back after their own attempts at homebrew synthesis kept stalling from byproduct contamination. They could have ordered from any catalog, but knowing our technicians by name, and that we run all production under the same roof as our analytics, changed the conversation. We didn’t quote paperwork and certificates; instead, we walked through the full synthesis route, invited feedback on purification targets, and made sure post-synthesis protocols fit their needs. These relationships don’t grow out of contracts but mutual trust, openness about technical wins and setbacks, and a shared drive to save cycles, cost, and wasted materials for both sides.

    Responsible Manufacturing: Traceability and Transparency

    Direct manufacturing also brings full transparency and traceability. Every raw material carries a lot record, and each reaction step links through a digital tracking system. Whenever regulatory demands climb, our operations team can instantly provide complete histories without hunting for supplier documents. We never paint a rosier picture than reality; if a shipment’s lead time adjusts due to an unexpected event in production, our customers get that update before they ask for it. Times when we had to stop a batch because of out-of-bound purity, we’d rather miss a ship date than risk a failed run on the customer’s line. Traceability means the real-world checks and balances hold up every promise made about the finished material.

    Continuous Improvement, Industry-Led Innovation

    Being a chemical manufacturer gives us a front-row seat to industry trends and innovation. Synthetic methodology keeps evolving, so we keep one eye on emerging protection and deprotection schemes. Whenever new literature or customer feedback surfaces that could improve yield, sustainability, or safety, we review, test, and adapt. Over the years, the introduction of greener solvents, process intensification, and waste minimization have become pillars of our workflow. The ability to rapidly iterate and scale up crucial improvements sets in-house manufacturing apart from static bulk suppliers. We bring this spirit to every lot, always hunting for new ways to smooth production bottlenecks, extend the product’s utility, and ensure cleaner, faster setups for our customers.

    Addressing Environmental Impact and Worker Safety

    As producers, every day’s work reinforces the importance of environmentally conscious choices. From selecting less hazardous reagents to rigorous waste stream controls, genuine commitment to sustainability runs through our process design. Staff training for hazardous handling isn’t a compliance checkbox, but standard practice—people who do the work every day know that clean, monitored processes translate to both better product and a safer environment. We maintain open channels with local and regional environmental agencies, logging and responding to even minor incidents. By treating continuous environmental improvement as core to our mission, we protect not only the people in our plant but the reputation of everyone who uses our chemicals downstream.

    Where the User Experience Starts and Ends

    What ultimately matters, after all R&D and technical validation, is user experience. For us—an experienced manufacturing team—every feedback loop counts, whether it’s a research chemist with project deadlines on the line or a process engineer trying to cut six months off development. Our product supports this with verified QC, controlled logistics, and technically fluent support staff. We walk through every problem, not just as a supplier, but as partners invested in each success story. Because we make (-)-1,4-Di-O-Benzyl-L-Threitol by hand, batch by batch, the scientific foundation is only part of the story; it’s how we adapt, problem-solve, and deliver on each promise that keeps our clients returning for every project, every time.