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Boc-L-Glutamic Acid 1-Benzyl Ester

    • Product Name Boc-L-Glutamic Acid 1-Benzyl Ester
    • Alias Boc-Glu-OBzl
    • Einecs 643-100-9
    • 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

    399150

    Product Name Boc-L-Glutamic Acid 1-Benzyl Ester
    Cas Number 87333-19-5
    Molecular Formula C19H25NO6
    Molecular Weight 363.41 g/mol
    Appearance White to off-white solid
    Purity Typically ≥98%
    Melting Point 85-90°C
    Solubility Soluble in organic solvents (e.g., dichloromethane, methanol)
    Storage Temperature 2-8°C
    Chemical Class Protected amino acid derivative
    Iupac Name tert-butyl (2S)-2-benzyl-5-oxido-5-oxopentanoate
    Smiles CC(C)(C)OC(=O)N[C@@H](CCC(=O)OCc1ccccc1)C(=O)O
    Synonyms Boc-Glu(OBzl)-OH

    As an accredited Boc-L-Glutamic Acid 1-Benzyl Ester factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing White plastic bottle labeled "Boc-L-Glutamic Acid 1-Benzyl Ester, 25g, for research use only," with safety and storage information.
    Shipping Boc-L-Glutamic Acid 1-Benzyl Ester is shipped in secure, airtight packaging to maintain product integrity and prevent moisture exposure. It is handled as a non-hazardous, solid reagent, with transport typically at ambient temperature. Proper labeling and documentation ensure compliance with safety regulations throughout domestic and international shipping.
    Storage Boc-L-Glutamic Acid 1-Benzyl Ester should be stored in a tightly sealed container, protected from light and moisture. Keep at 2–8°C (refrigerator temperature), away from incompatible substances, such as strong acids and bases. Ensure the storage area is well-ventilated and dry. Label appropriately and handle under an inert atmosphere if possible to prevent degradation or contamination.
    Application of Boc-L-Glutamic Acid 1-Benzyl Ester

    Applications of Boc-L-Glutamic Acid 1-Benzyl Ester in Industrial Manufacturing

    As a primary manufacturer, we supply Boc-L-Glutamic Acid 1-Benzyl Ester to advanced synthesis and production lines in multiple sectors. This protected amino acid derivative serves as a key intermediate in the manufacture of specialty peptides, pharmaceutical actives, research reagents, and performance polymers. Below, we detail real-world application scenarios, compliance standards, and production integration based on direct collaboration with industrial partners.

    1. Peptide Synthesis for Pharmaceutical R&D and Production

    Boc-L-Glutamic Acid 1-Benzyl Ester is widely used as a protected building block in solid-phase peptide synthesis for pharmaceutical active peptide APIs. The presence of Boc and benzyl groups allows selective deprotection during stepwise elongation, reducing side reactions and improving sequence fidelity. Multiple GMP-certified contract manufacturing organizations utilize this material in the scale-up of peptide therapeutics, including hormonal analogues and enzyme substrates for preclinical and clinical candidates.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice Guide for Active Pharmaceutical Ingredients
    • European Pharmacopoeia 11th Edition Peptide Standards
    • USP General Chapter <797> for Compounded Sterile Preparations
    • FDA 21 CFR Part 211 (cGMP for Finished Pharmaceuticals)

    Typical usage ratio

    • 5–30 mol% relative to total amino acid pool in solid-phase synthesis, adjusted based on sequence complexity and desired site-specific modifications

    Downstream process integration

    • Initial loading onto resin for N-terminal extension
    • Use in chain elongation cycles with orthogonal deprotection protocols (Boc removal by TFA, benzyl cleavage via catalytic hydrogenation)
    • Employed in fragment coupling to introduce side-chain protected glutamic acid motifs
    • Final deprotection and peptide release performed post-synthesis to yield target product

    Final product types

    • Generic and proprietary peptide APIs
    • Antidiabetic peptides such as GLP-1 analogues
    • Neurohormonal therapeutic peptides
    • Tumor targeting peptide conjugates

    2. Custom Enzyme Substrate Manufacturing

    Biotech process developers use Boc-L-Glutamic Acid 1-Benzyl Ester in the synthesis of enzyme substrates tailored for biochemical assays and high-throughput drug screening. The dual protection pattern provides chemical stability during coupling to other amino acids or detection moieties and facilitates post-synthetic functionalization. Custom substrate kits supplied to diagnostics and CROs rely on this intermediate’s uncontaminated quality for reliable assay reproducibility.

    Industry compliance standards

    • ISO 13485 Quality Management System for Medical Devices
    • OECD Principles of Good Laboratory Practice (GLP)
    • Directive 98/79/EC on In Vitro Diagnostic Medical Devices (EU IVDD)
    • FDA 21 CFR 820 (Quality System Regulation for medical devices)

    Typical usage ratio

    • 10–50 mol% in protected peptide substrate synthesis; customized based on enzyme target and fluorophore or chromophore attachment requirements

    Downstream process integration

    • Used as a core protected glutamic acid donor in solution-phase or SPPS methods
    • Chemical coupling with signal-generating tags (e.g., AMC, pNA) at the C-terminal or side-chain positions
    • Final deprotection and purification performed following standard protocols for substrate refinement

    Final product types

    • Chromogenic and fluorogenic enzymatic substrates
    • Custom peptide substrates for diagnostic assay kits
    • Enzyme activity quantification tools for drug discovery pipelines
    • Internal QC standards for assay calibration

    3. Protected Amino Acid Supply for Specialty Polymer Synthesis

    Chemicals and materials manufacturers utilize Boc-L-Glutamic Acid 1-Benzyl Ester to introduce pendant functional groups into custom polyamides and polypeptide-based materials. The protected side chain configuration permits controlled polymerization without unwanted cross-linking or self-condensation. Process engineering teams optimize feed ratios depending on the desired hydrophilicity and polymer mechanical properties, targeting advanced industrial and biomedical applications.

    Industry compliance standards

    • ISO 9001:2015 Quality Management Systems for Production
    • REACH Regulation (EC No 1907/2006) Substance of Very High Concern (SVHC) assessment
    • RoHS Directive for hazardous substance restriction
    • FDA 21 CFR 177.1810 (Polymers permissible in food contact if applicable)

    Typical usage ratio

    • 1–20 mol% with respect to total monomer units, adjusted for targeted functional group density and subsequent post-polymerization deprotection steps

    Downstream process integration

    • Participates in ring-opening polymerization and step-growth condensation reactions
    • Introduced during monomer blend formulation prior to catalyst addition
    • Post-polymerization, subjected to sequential deblocking (Boc by acidolysis, benzyl by hydrogenolysis) to expose active carboxyl groups

    Final product types

    • Functionalized polyamide fibers and films
    • Biodegradable hydrogels for tissue engineering
    • Custom industrial coatings and membranes
    • Polypeptide carriers for drug delivery research

    4. Supplying Protected Glutamic Acid for Research-Grade Peptide Reagents

    Boc-L-Glutamic Acid 1-Benzyl Ester is extensively adopted by research organizations and academic peptide synthesis labs producing catalog and custom research-grade peptides. The material ensures synthetic efficiency, especially for multi-gram scale runs requiring high purity and reproducibility. Lab supply managers specify this intermediate for protocols where orthogonal deprotection enhances yields and reduces undesirable side-chain modifications, enabling reproducible synthesis for structure-activity relationship (SAR) studies.

    Industry compliance standards

    • ISO 9001:2015 for laboratory production and quality control
    • GLP regulations for non-clinical laboratory work
    • Guidelines outlined by NIH and EU research funding agencies
    • Local university and institutional biosafety requirements

    Typical usage ratio

    • 3–25 mol% with respect to overall amino acid feed, tuned for peptide length and functional group placement

    Downstream process integration

    • Incorporated during manual or automated solid-phase synthesis cycles
    • Facilitates protected linkage at specific residues for site-directed labeling
    • Used in stepwise or segment condensation approaches for complex sequences
    • Purified peptides released and characterized by analytical HPLC and MS

    Final product types

    • Synthetic peptides for SAR research
    • Peptide antigens for immunization protocols
    • Biochemical pathway probes
    • Standard reference peptides for analytical method validation
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    Certification & Compliance
    More Introduction

    Boc-L-Glutamic Acid 1-Benzyl Ester: From Synthesis to Specialty Applications

    Experience in Manufacturing Boc-L-Glutamic Acid 1-Benzyl Ester

    Chemistry rewards attention to detail. For years, the path from our raw materials to the finished product has taught countless lessons about precision, cleanliness, and efficiency. Boc-L-Glutamic Acid 1-Benzyl Ester isn’t a run-of-the-mill chemical. Each batch comes from a process that draws on deep experience and an understanding of what researchers and production chemists expect. The Boc-protected form of L-glutamic acid with a 1-benzyl ester at the side-chain carboxyl gives a stable, versatile intermediate for solid-phase peptide synthesis and small molecule modifications.

    Our goal is more than just creating a white solid with the right purity report. Over time, handling this compound has shown what can go wrong—working conditions, moisture, temperature shifts, the quirks of benzyl esters—all of these shape the outcome. One wrong move, and yield or purity takes the hit. Our teams stick by a hands-on approach: real people, careful temperatures, no cutting corners with solvents or purification.

    Specifications and Handling: Real-World Lessons

    We’ve produced Boc-L-Glutamic Acid 1-Benzyl Ester in lots from grams for early research through to larger batches for commercial development. Typical product comes as a white to off-white powder, melting within a well-checked range. Analytical methods—NMR, HPLC, specific rotation—each serve their place, but our lab staff always double-checks results, especially when customer applications depend on hitting every percentage point of purity.

    Handling this compound day after day has highlighted practical tips. Boc-protected intermediates do best in cool, dry storage, out of the sun, and in well-sealed containers. Benzyl esters, in particular, don’t like strong acid or base at room temperature if the group ought to stay protected—careful workspace management pays off here. Repeated exposure to air, mixing with crude solvent, or temperature cycling eats away at the purity over time. Our quality team can spot the difference between a fresh, clean product and one that’s seen too much shelf life, just by the way it handles or dissolves.

    Applications Driven by Industry and Lab Needs

    Boc-L-Glutamic Acid 1-Benzyl Ester goes into peptide synthesis. Not just on paper—real-world use has proven that the benzyl ester survives Fmoc/Boc cycles and keeps the side-chain carboxyl protected under most conditions that free the amine. Peptide chemists use this selectivity to sequence complicated chains, often involving glutamate-rich regions, where the choice of protecting groups means the difference between a successful synthesis and a tangled mess. In custom peptide work, we’ve seen researchers rely on this molecule to build cysteine-rich, acid-sensitive sequences—no other intermediate, not even the methyl ester variant, performs quite this way due to stability under hydrogenation, without premature deprotection.

    On the kilo scale, customers in pilot labs want confidence that the Boc and benzyl protections can come off cleanly, without byproducts or stubborn residues. Efficient removal under standard protocols like catalytic hydrogenolysis for benzyl and TFA for Boc means fewer headaches at downstream steps. We work closely with formulators who scale up production, and repeatedly they’ve stressed how a clean, reliable deprotection simplifies work-up, secures yields, and keeps timelines on track in both research and commercial applications.

    Key Differences from Methyl and Ethyl Esters

    A question we often hear comes down to this: why not just use the methyl or ethyl ester? Years of manufacturing and supporting customers have shown the issues firsthand. Methyl and ethyl esters sometimes break down or transesterify under conditions where benzyl stands fast. Peptide or organic chemists want an ester that sits tight until called for, especially during base treatments or complex purification.

    Benzyl esters also play friendly with hydrogenolysis, leaving the rest of the molecule untouched while efficiently liberating the carboxylate. Our clients in medicinal chemistry use this to their advantage in late-stage functionalizations when changing one group could ruin the rest of a sensitive molecule. Methyl esters require harsher treatment: saponification or extended acid exposure, often leading to side-reactions or lost product. Benzyl esters take the gentler route—an advantage recognized in every lab that must protect protecting groups just as carefully as the target molecule.

    Some might call this splitting hairs, but experience shows tangible results. A gram lost in a 10-gram peptide run, due to premature ester cleavage, turns into several thousand lost dollars by the end of a production campaign. Benzyl’s added cost makes economic sense when efficiency and clean deprotection count more than initial savings.

    Quality Control as a Foundation

    We believe quality starts at procurement and doesn’t stop until the last flask is cleaned. Every shipment of Boc-L-Glutamic Acid 1-Benzyl Ester receives a full check—not just the analytical column or a printed certificate. If we wouldn’t use the batch in our own synthesis, it doesn’t leave our warehouse. Over the years, we’ve rejected plenty of lots for minor impurities, solvent residues, or off-odors. Every time, the feedback loop leads us to tighter control in production: slow crystallization, better filtration, purer solvents.

    Traceability also matters. Each drum or bottle is linked to batch records, in-lab notes, and a history stretching back through raw materials. Researchers and larger industrial teams demand transparency—no gaps in documentation, no unexplained deviations from the process. Real people sign off on every record. Through audits and onsite visits, customers have direct access to our production and QC teams. Chemical manufacturing at this level means opening the doors, not hiding behind technical jargon or vague statements.

    Environmental and Safety Considerations

    We don’t avoid the less glamorous side of manufacturing: the solvents, energy, and wastes involved. Boc chemistry means isobutyl chloroformate and other reagents that demand care. The benzylation step, when scaled, produces byproducts we handle with established protocols. Facilities here invest in filtration and solvent recovery, temperature management to avoid runaway reactions, and properly ventilated spaces for the handling of volatile intermediates.

    Worker safety is part of daily operations. From gloves and hoods in the laboratory, to closed transfer systems in the plant, we build safety into our schedule and training. Local regulations and responsible practice guide our procedures; every spill, anomaly, or minor issue receives a follow-up and adjustment in the workflow. Customers sometimes ask for detailed environmental data or lifecycle analyses, which we provide based on years of real operation, not just modeled projections.

    Improving Process Efficiency

    Years of refining our synthesis route for Boc-L-Glutamic Acid 1-Benzyl Ester turned up both predictable and unexpected challenges. Early on, we struggled with batch yields, uneconomical solvent ratios, and challenging extractions. Small adjustments—a slower base addition, modified solvents, or better temperature programs—produced major improvements. Side products, such as unprotected glutamic acid or over-protected impurities, get isolated and removed at each step.

    Direct communication from peptide houses and organic chemists guides our continuous process optimization. Our technical group talks daily with those who run the instruments and pour the solvents. Feedback from users—complaints about sticky residues or variable solubility—gets routed back to the upstream process, leading to shorter cycle times, easier purification, and consistent melting points. Better process control ultimately means lower costs and improved reliability for our end-users.

    Supporting Research and Process Development

    Peptide technology, materials development, and pharmaceutical research push us to refine Boc-L-Glutamic Acid 1-Benzyl Ester year after year. New projects ask for different formats—a finer powder for automated feed systems, freshly packed bottles for long-term projects, or larger single-lot productions to avoid batch-to-batch variability. We’ve responded by building flexible manufacturing spaces and keeping reserves of starting materials, so specialized requests don’t slow down a customer’s project.

    Advanced users share insights about coupling reaction times and deprotection regimens. In some cases, specific research projects have required modifications to increase solubility or change the particle size distribution. Laboratory-scale adjustments at our plant translate to reliable, reproducible qualities in larger-scale production. Technical support, right from the plant floor to the analytical team, stays available during process transfers or scale-up. There’s a shared sense of responsibility: from flask to reactor to customer, one chain of hands, not a faceless logistics pipeline.

    Transitioning from Lab to Plant: Lessons Learned

    Stepping up from the bench to the plant floor, the quirks of Boc-L-Glutamic Acid 1-Benzyl Ester play out differently at every scale. In the lab, cooling rates and mixing times matter, but in the plant, heat transfer, solvent recycling, and batch-to-batch transfer risks take center stage. Cross-contamination, inconsistent work-up, or over-extended crystallization create ripple effects that last far beyond a single batch. Controlled environments, dedicated vessels, and staged washing procedures grew out of each issue we encountered and resolved.

    Technicians build their own expertise in dealing with every step of the process. People who run centrifuges or pack drums observe subtle differences—particle flow, film-forming characteristics, or filtration issues—long before any metric turns up in a test. Feedback gets discussed at daily meetings and written into new procedures. We focus not just on GMP-grade documentation or certifications, but a steady feedback loop from operators, drivers, QA, and customers. Every lesson learned reflects in future runs.

    Special Challenges: Purity, Stability, and Transportation

    Boc and benzyl groups deliver the selectivity required in peptide and organic chemistry, but they come with specific limitations. Moisture in transit or uncontrolled storage degrades the compound, sometimes reducing the effectiveness in synthesis. That means not just synthesized quality, but tightly managed shipping conditions—insulated containers, drying agents, and closely monitored logistics.

    Glutamic acid derivatives, including Boc-L-Glutamic Acid 1-Benzyl Ester, tend to pick up fines that cake during transport. We reduced this through double sieving and corrected particle sizing at the end of the process. It’s one of those details that jumps out only when opening old-style, single-bag drums—an inconvenient lesson turned process improvement.

    Purity, unlike cosmetic appearance, comes down to solid analytical work. HPLC purity above 98% matters to end-users producing research-grade peptides; pharmaceutical manufacturers request additional impurity profiles, often tied to regulatory submissions. Our facility developed cross-checks that guarantee what we promise holds true—even if that means longer hold times in QA before shipment.

    Feedback and Continuous Improvement

    Over the years, the best feedback hasn’t always come from certificates of analysis or “accepted” shipments, but from the calls and emails when something diverges from expectation. Chemists using this product have pointed out small inconsistencies—slower dissolving, changes in color, sometimes even shifts in the smell of the powder—that pointed us toward new sources of contamination, changes in filtration paper, or packaging materials. Consistent quality, as we learned, starts with humility and openness to critique. Our technical service group acts as a two-way bridge between the plant floor and laboratory benches worldwide. Adjustments we make often start with one honest conversation about what went wrong and how to get it right the next time.

    In large-scale production, the pressure to meet demand quickly comes up against the need for rigor. Some manufacturers get caught short here, taking shortcuts or pushing lots before proper analysis. We slow down enough to catch every problem, knowing a shipment that fails on the customer’s site costs far more than a delayed container leaving our plant. Our investment in people, training, and hands-on supervision reflects a commitment to reliability.

    The Value of Real-World Use Cases

    Peptide development at modern pharma companies, tailored peptide biologics, and specialty intermediates each use Boc-L-Glutamic Acid 1-Benzyl Ester for its unique traits. It offers maximum flexibility for site-selective reactions and late-stage modifications, making it a favorite among process chemists aiming to conserve value in lengthy syntheses. In academic labs, its stability supports research protocols where other esters have failed. Industrial teams appreciate the security that comes with a consistent, high-purity intermediate—especially when costs and delivery timelines grow tighter year after year.

    Staying in the manufacturing loop gives us an inside view on the evolving roles for this compound. Recent projects in bioconjugation, peptidomimetic synthesis, and even emerging drug delivery systems often rely on the benzyl ester’s unique cleavability and chemical resilience. A researcher switching to this route from others has avoided unnecessary steps, boosted yield, or reduced downstream waste. These aren’t abstractions—they’re changes made on real projects with budgets, deadlines, and people counting on us to deliver.

    Looking Forward

    Our stake in Boc-L-Glutamic Acid 1-Benzyl Ester started with a few research grams, but has grown into work with kilo-scale and ton-scale lots supporting global projects. The product’s utility doesn’t rest only in established peptide work; it opens possibilities in scaffold synthesis, advanced organics, and experimental routes in drug discovery. Each year, increased demand means more investment in prequalified suppliers, process technology, and quality. Our dedication has never been about keeping up with commodity producers. It is about building trust batch after batch, project after project.

    The work of manufacturing, at its best, means seeing beyond the bottle. Every success or challenge with Boc-L-Glutamic Acid 1-Benzyl Ester teaches us more about the molecule, the customers, and the field. Commitment to responsive, honest, detail-focused production won’t make headlines, but it keeps science and industry moving ahead, one synthesis at a time.