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L-Glutamic Acid Dibenzyl Ester 4-Toluenesulfonate

    • Product Name L-Glutamic Acid Dibenzyl Ester 4-Toluenesulfonate
    • Alias Benzyl L-glutamate p-toluenesulfonate
    • Einecs 4244-07-1
    • 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

    423396

    Product Name L-Glutamic Acid Dibenzyl Ester 4-Toluenesulfonate
    Chemical Formula C25H25NO6S
    Molecular Weight 467.54 g/mol
    Cas Number 14162-35-9
    Appearance White to off-white solid
    Purity Typically ≥98%
    Solubility Soluble in organic solvents such as methanol and dichloromethane
    Storage Temperature 2-8°C (refrigerated)
    Melting Point 90-95°C
    Synonyms L-Glutamic acid dibenzyl ester p-toluenesulfonate
    Usage Peptide synthesis intermediate
    Sensitivity Moisture sensitive

    As an accredited L-Glutamic Acid Dibenzyl Ester 4-Toluenesulfonate factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing Packaged in a sealed amber glass bottle containing 25 grams, labeled with chemical name, quantity, hazard and handling instructions.
    Shipping **Shipping Description:** L-Glutamic Acid Dibenzyl Ester 4-Toluenesulfonate should be shipped in tightly sealed containers, protected from moisture, heat, and direct sunlight. Transport according to local regulations for chemical substances, and ensure correct labeling and documentation. Recommended for shipping as a non-bulk chemical with appropriate hazard identification if required.
    Storage L-Glutamic Acid Dibenzyl Ester 4-Toluenesulfonate should be stored in a tightly sealed container, away from moisture and incompatible substances. Keep it in a cool, dry, and well-ventilated area, ideally at 2–8°C (refrigerated). Protect from light and excessive heat. Ensure proper labeling and safety precautions are followed to avoid accidental exposure or contamination.
    Application of L-Glutamic Acid Dibenzyl Ester 4-Toluenesulfonate

    Applications of L-Glutamic Acid Dibenzyl Ester 4-Toluenesulfonate in Industrial Manufacturing

    L-Glutamic Acid Dibenzyl Ester 4-Toluenesulfonate serves as a key intermediate in multiple advanced chemical synthesis processes, supporting downstream manufacturers in the pharmaceutical, peptide, and fine chemical industries. Our on-site manufacturing ensures stringent process control and traceability for all application fields listed below, with dedicated support for regulatory compliance and consistent supply.

    1. Peptide Synthesis for Active Pharmaceutical Ingredients (APIs)

    Pharmaceutical manufacturers integrate this compound as a protected amino acid building block in the multi-step solid-phase synthesis of therapeutic peptides. Its protected groups allow precise sequential assembly and side-reaction control for high-purity API production. The material enters during amino acid elongation cycles, supporting the formation of peptide chains for injectable, oral, or topical drugs.

    Industry compliance standards

    • Current Good Manufacturing Practice (cGMP, 21 CFR Part 210/211)
    • ICH Q7 Guidelines for APIs
    • European Pharmacopoeia (Ph. Eur.) specifications for peptide APIs
    • US Pharmacopeia (USP) General Chapters for amino acid derivatives

    Typical usage ratio

    • 0.8–1.2 equivalent per elongation step, adjusted based on target peptide length and resin loading

    Downstream process integration

    • Charged into automated or manual solid-phase reactors after Fmoc-deprotection steps
    • Participates in the repeated coupling and deprotection cycle for stepwise chain assembly
    • Deprotection and cleavage post-assembly to yield the free peptide

    Final product types

    • Synthetic peptide-based APIs for cancer, diabetes, and hormonal therapies (e.g. octreotide, liraglutide)
    • Bulk intermediates for research peptide production

    2. Preparation of Specialty Protected Amino Acid Monomers for Custom Peptide Synthesis

    Contract manufacturing organizations (CMOs) and academic labs use this material as a selective protecting group donor in the synthesis of Nα- and carboxylic-protected glutamic acid monomers, which they incorporate into specialty peptide projects. It allows precise orthogonal protection strategies, crucial for designing branched or cyclic peptide molecules.

    Industry compliance standards

    • ISO 9001:2015 Quality Management System
    • Chemical Manufacturers Association Responsible Care Codes
    • REACH (EC 1907/2006) substance registration for European shipments
    • Material batch traceability according to customer audit requirements

    Typical usage ratio

    • 1.0–1.1 molar equivalent per coupling reaction, sometimes slightly in excess for complete functional group protection

    Downstream process integration

    • Added during bench-scale or pilot-scale esterification and sulfonation reactions
    • Introduced as a key reactant in anhydrous or low-moisture conditions to prevent unwanted hydrolysis
    • Monomer purification via crystallization or chromatography before use in peptide assembly

    Final product types

    • Protected glutamic acid monomers for fragment coupling
    • Custom-protected intermediates for shortly lived diagnostic peptides or research analogues

    3. Synthesis of Enzyme Substrates and Inhibitors

    Industrial and academic producers of biochemical reagents use this compound for the preparation of protected glutamate derivatives that serve as enzyme substrates or inhibitors, especially in research focused on glutamate receptors and transferases. The material enters as part of substrate/inhibitor scaffold construction, enabling selective derivatization and straightforward deprotection for activity tests.

    Industry compliance standards

    • ISO 13485:2016 for medical research reagents
    • GHS (Globally Harmonized System) labelling and transport rules
    • Material Safety Data Sheet (MSDS) supply for all shipments
    • GLP (Good Laboratory Practice) batch documentation

    Typical usage ratio

    • 1.05–1.2 equivalents per substrate or inhibitor analogue, based on lab-scale optimization

    Downstream process integration

    • Engaged in solution-phase protection-derivatization reactions of glutamic acid cores
    • Typically introduced after primary amine protection steps
    • Purified by HPLC or silica column prior to substrate/inhibitor evaluation

    Final product types

    • Chromogenic or fluorogenic enzyme substrates for assay kits
    • Synthetic enzyme inhibitors for CNS research and neurochemistry

    4. Manufacture of Advanced Fine Chemical Intermediates for Specialty Synthesis

    Producers of fine chemicals adopt this raw material as a latent protected source of glutamic acid, enabling complex molecule construction in the agrochemical, veterinary, and performance material markets. Its use facilitates controlled introduction of amino acid fragments while allowing staged deprotection to access intermediate states vital for multi-step syntheses.

    Industry compliance standards

    • ISO 14001:2015 for environmental management in chemical manufacturing
    • REACH compliance for EU distribution
    • Hazardous Chemical Safety regulations (OSHA 29 CFR 1910)
    • Customer-specific QC protocols for impurity profiling

    Typical usage ratio

    • Varies from 0.5 to 1.5 molar equivalent depending on the length and complexity of target molecules; pre-validation required per process

    Downstream process integration

    • Fed into multi-step synthesis reactors after initial core structure formation
    • Subjected to hydrogenolysis, deprotection or reductive amination as the synthesis progresses
    • Batch-wise or continuous addition feasible depending on production scale

    Final product types

    • Fine chemical intermediates for specialty agricultural chemicals
    • Chiral auxiliaries and optically pure reagents for further synthesis
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    Certification & Compliance
    More Introduction

    L-Glutamic Acid Dibenzyl Ester 4-Toluenesulfonate – Focused Performance in Peptide Synthesis

    Directly from the Manufacturer: Practical Experience with Advanced Amino Acid Derivatives

    In our factory, the daily reality is less about buzzwords and more about meeting the practical challenges that researchers and large-scale producers face each day in the lab or on the production line. Our journey with L-Glutamic Acid Dibenzyl Ester 4-Toluenesulfonate (also known to some researchers as Glu(O-Bzl)-OBzl Tosylate or Tos-Glu(Bzl)-OBzl) started almost a decade ago, driven by the repeated requests from our partners for a dependable side-chain protected glutamic acid derivative—built specifically for peptide synthesis. There are plenty of amino acid esters in the market, but few hold up batch after batch under the scrutiny of both analytical chemists and the tight protocols found in cGMP manufacturing.

    What Sets This Compound Apart in the Synthetic Toolbox

    Standard glutamic acid derivatives have their place, but process development work often reveals their weaknesses: hydrolysis that races ahead of intended reactions, unstable esters that degrade during protected coupling, problems with scale-up or purification. We spent years refining the route for our L-Glutamic Acid Dibenzyl Ester 4-Toluenesulfonate, and the upshot is a material that consistently holds its purity, structure, and reaction profile. Many labs gear toward automated synthesizers now; an unreliable protecting group that cleaves prematurely can wreck days of work. Our customers—whether peptide chemists building specialty sequences or pharmaceutical teams developing libraries for CNS targets—found our benzyl ester variant noticeably more robust in Fmoc/t-Boc protocols than methyl or ethyl esters, and far less prone to side reactions involving over-acylation or unwanted deprotection, especially during strong acid treatments or hydrogenolysis.

    The presence of the 4-toluenesulfonate (tosylate) counterion isn’t just cosmetic. We chose it for its stability, high solubility in organic systems, and smooth compatibility with a wide set of peptide coupling reagents—particularly when carbodiimides, uronium, or phosphonium salts come into play. Many clients transitioning from glutamate sodium salts to our tosylate find a dramatic reduction in annoying salt exchange problems, precipitation during reaction work-ups, and trace salt contamination in recorded NMR spectra. We get much cleaner batch analytics and downstream isolation, which is especially critical for injectable peptide APIs or ‘tool’ peptides used for cell signaling studies.

    How Our Manufacturing Know-How Enhances Peptide Chemistry

    We take every batch of L-Glutamic Acid Dibenzyl Ester 4-Toluenesulfonate through a controlled synthesis, carefully managing esterification and protecting group installation under strictly monitored temperature and water content controls. Years ago, we learned that moisture creep during benzylation would invariably lower yields, raise impurity levels, and complicate subsequent crystallization. By re-engineering our reactor design, rethinking our nitrogen blanketing, and automating water removal using molecular sieves, we achieved keener batch-to-batch reproducibility—something basic suppliers and resellers struggle to guarantee.

    Our quality control team runs thorough HPLC and NMR on every lot, because we have seen how even a sub-percent excess of toluenesulfonic acid or residual dibenzyl can poison a coupling reaction or debilitate product stability. This is where a manufacturer’s expertise really matters. Trading companies and resellers can only echo what’s on a certificate; we build every certificate from bench data upward, and we answer questions based on direct lab troubleshooting, not soft marketing claims. When a customer calls with unexplained by-products or color changes in a solid-phase synthesis column, our technical team knows the most probable culprits, as we've solved these issues ourselves.

    Usage in Modern Peptide Synthesis: Why It Keeps Gaining Trust

    L-Glutamic Acid Dibenzyl Ester 4-Toluenesulfonate became a mainstay in our catalog because the peptide sector needed a less problematic, highly protected glutamic acid for both classical and automated solid-phase assembly. The benzyl groups cloak the alpha-carboxyl and gamma-carboxyl, preventing premature activation or ring formation that can kill yield and purity later. The tosyl counterion brings strong but manageable reactivity for forming amide bonds without interfering with sensitive side-chains or post-coupling modifications.

    In our own tech center, process chemists use this compound in stepwise synthesis of long-chain, acid-sensitive peptides. Its robust protection outperforms methyl or t-butyl esters, which often hydrolyze away under basic deprotection conditions. The dibenzyl structure withstands both high/low pH and mild hydrogenolytic removal, while the toluenesulfonate encourages even and reliable coupling rates—a necessity for achieving narrow, single-spot TLC or sharp HPLC peaks every time.

    For GMP manufacturers who prize documentation and traceability, we keep detailed histories of every raw material lot, synthesis batch, and analytical record, so there’s a clear audit trail. In scale-up, problems sometimes arise with impurity carry-through—especially unremoved by-products or solvent residues. Our control systems were developed through thousands of subsections, tested across peptide sequences ranging from five to greater than forty amino acids, so bulk users consistently report increased recovery efficiency and diminished purification cycles. The feedback from long-term partners—the value of hours saved and side-products eliminated—remains our truest measure of success.

    Learning from Real Synthesis – What’s Actually Different?

    As manufacturers, we keep close ties with university teams and industry R&D groups who push the limits of peptide assembly. They’re quick to spot technical shortfalls, and their input shaped many improvements in our process. Most alternative suppliers stop at the crude ester level, but we saw right away how trace impurities—left unresolved—can escalate into significant process problems. We introduced secondary purification steps and refined our crystallization to reduce “ghost” peaks (persistent minor impurities that elude traditional analytics but wreak havoc during microwave-assisted couplings or scale-up).

    A big point of difference lies in the consistency of protected group integrity. Lower-cost esters degrade unpredictably during storage or reaction cycling; our controlled hydrogenation setup delivers smooth, complete deprotection with almost zero by-product formation. Over the years, we’ve had requests for special packaging—moisture-proof, oxygen-barrier pouches—particularly for research labs banking on several months’ shelf stability. Our facility can accommodate these requests, right down to custom quantities and detailed COA/analysis dossiers.

    Comparison with Fmoc- or Boc-protected analogues is revealing. Labs using our dibenzyl ester routinely avoid “chain deletion” errors and get better cleavage profiles under standard TFA or weaker acid treatments. Where Fmoc chemistry can run into problems with side-chain protection crossover, our product supports more predictable final deprotection stages, often enabling the recovery of highly pure, fully functional peptides without additional scavengers or prolonged workup.

    Safety and Handling: Informed by Decades of Direct Production

    Those who manufacture chemicals understand firsthand the real-life hazards involved with scale-up, and we use this knowledge to recommend reliably safe handling protocols for L-Glutamic Acid Dibenzyl Ester 4-Toluenesulfonate. Our bulk handlers receive custom-labeled, tamper-evident drums and bags—never “white label” packaging—because even minor mix-ups trigger costly lot quarantines. Specially lined containers and tight desiccant controls keep the product free of caking and moisture ingress, as even a few percent hydration can shift melting profiles and cause reaction stalling.

    Inside our plant, every synthesis line worker receives updated safety training regarding aromatic sulfonate compounds and measures to contain benzyl ether emissions. We see firsthand the risks of inhalation, sensitization, and fire—so we exceed basic legalities to protect both users and the environment. This is not about putting liability on paper; it’s about delivering a chemical built for safe research and manufacturing, and taking direct ownership for its lifecycle.

    Technical Support—Built on Direct Accountability

    One of the core differences of buying straight from a manufacturer, not an off-the-shelf reseller, shows up in the reality of problem-solving. If a research chemist stumbles over an unexpected side-product, we check their upstream reagents and full history against our knowledge base—refined from thousands of reactions, tweaks, and troubleshooting sessions. Our in-house analytical chemists do not just read procedures from books; they run verification syntheses and modify routes to reflect the way real labs and plants operate. This is where phone calls, shared data, and sample exchanges shape better outcomes for everyone involved.

    As partners scale up to multi-kilo or even pilot plant runs, we supply batch records, solvent use documentation, and environmental impact data on request. New regulations in the United States, Europe, and Asia require more than just a product with “99% purity” printed on a label; we trace every intermediate, solvent batch, and even the packaging polymers used. Our experience in audits—both internal and third-party—shapes these processes to remove doubt and reduce the real-world risk of compliance failures.

    Supply Chain Strength: Built, Not Outsourced

    Every year we field questions about “origin” and traceability. With raw materials growing tighter or subject to disruptive tariffs, having our own procurement team and direct relationships with primary producers sets us apart. Years of establishing real supplier partnerships mean our security of supply helps bridge periods of shortage that would leave others stuck in backorder limbo. We keep strategic reserves in climate-controlled storage, ensuring that critical research and pharma manufacturing can continue without interruption—even if global disruptions strike.

    Unlike commodity traders who speculate on price, we invest time and engineering into every stage: sourcing, synthesis, purification, packaging, follow-up. Technical staff visit partner repositories and even supplier factories, running third-party validation of raw material lots. It’s a time-consuming process, but it secures the chain from the ground up. That supply stability lets us offer scheduled, reliable deliveries, and we back every batch with the willingness to investigate, explain, and fix the few problems that do arise.

    Customer Feedback and Continuous Improvement

    Acting as the actual manufacturer means not hiding behind an anonymous supply network. Over the years, chemists, engineers, and project managers have provided direct feedback about every aspect—from handling dust during scale-up, to optimizing dissolution rates, to improving final appearance and performance for FDA and EMA reviewed products. Their collective input drives our changes: we upgrade packaging designs, select new purification resins, and tweak reaction sequences. Such details never make it into glossy brochures, but they matter in daily work.

    We openly share summaries of our latest development batch data and performance summaries with R&D partners, creating a direct loop between manufacturing floor and research bench. When a lab identifies a potential impurity in a downstream peptide or a tricky solubility profile in a high-throughput screen, we are in the best position to help. It’s not uncommon for long-term clients to return several years later, reporting that our L-Glutamic Acid Dibenzyl Ester 4-Toluenesulfonate gave them just the edge they needed to secure an IND acceptance or launch a new research initiative.

    Environmental Responsibility: Embedded in Every Batch

    The industry faces increasing pressure to lower solvent waste, cut hazardous by-products, and minimize energy use. From experience, we realized that improving yields not only cuts production costs but also reduces environmental load. Our continuous process improvements—such as optimized recoveries for benzyl-protection steps and recycling of solvents—mean less impact from every batch. We eliminate unnecessary halogenated solvents and have installed scrubbers and recovery units for aromatic volatiles, based on hands-on studies of workplace safety and local environmental health standards.

    Documented waste management and compliance with current international protocols form an integral part of each synthesis record. We report on solvent consumption and energy use, and design procedures so that these figures go down, not up, as production scales. Quality, safety, and environmental factors all matter to us because poor decisions here show up years later in regulatory costs or limitations on export.

    Building for the Future: The Manufacturer’s Ongoing Commitment

    The peptide and fine chemical markets continue to evolve, with synthesis techniques growing more sophisticated and the requirements for purity, regulatory transparency, and supply assurance continuing to rise. Our L-Glutamic Acid Dibenzyl Ester 4-Toluenesulfonate stands as an example of how practical, engineer-driven decision making and open-ended dialogue with research partners direct the development of advanced chemical intermediates. We tune production methods not around marketing trends, but around the lived reality of chemists and production engineers doing complex work at scale.

    Every shipment leaving our gates carries the investment of years of real lab work, the lessons learned from both success and failure, and the ongoing commitment to change process and product based on evolving research needs. It’s not just about supplying chemicals—it’s about continuity, quality, and a readiness to solve real problems, batch after batch.