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Boc-L-Beta-Glutamic Acid 5-Benzyl Ester

    • Product Name Boc-L-Beta-Glutamic Acid 5-Benzyl Ester
    • Alias Boc-beta-Glu(OBzl)-OH
    • Einecs 873623-94-0
    • 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

    387752

    Product Name Boc-L-Beta-Glutamic Acid 5-Benzyl Ester
    Chemical Formula C17H23NO6
    Molecular Weight 337.37 g/mol
    Cas Number 39650-23-4
    Appearance White to off-white solid
    Purity Typically ≥98%
    Storage Temperature 2-8°C
    Solubility Soluble in organic solvents like DCM and MeOH
    Protecting Groups Boc (N-terminus), Benzyl Ester (C-terminus)
    Application Amino acid derivative used in peptide synthesis
    Optical Activity [α]20D +7° (c=1, MeOH)
    Smiles CC(C)(C)OC(=O)N[C@@H](CCC(=O)OCc1ccccc1)C(=O)O
    Synonyms tert-Butoxycarbonyl-L-beta-glutamic acid 5-benzyl ester

    As an accredited Boc-L-Beta-Glutamic Acid 5-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 screw-cap bottle labeled “Boc-L-Beta-Glutamic Acid 5-Benzyl Ester, 25 grams, for research use only, desiccant included.”
    Shipping Boc-L-Beta-Glutamic Acid 5-Benzyl Ester is shipped in tightly sealed containers, protected from moisture and light, to maintain stability. It is handled as a non-hazardous research chemical, typically dispatched at ambient temperature, unless otherwise specified. Packaging complies with regulations to ensure safety and integrity during transit.
    Storage Boc-L-Beta-Glutamic Acid 5-Benzyl Ester should be stored in a tightly sealed container, protected from moisture and light. Keep it at 2-8°C in a well-ventilated, cool, and dry environment. Avoid exposure to strong acids, bases, or oxidizing agents. Ensure proper labeling and handle with appropriate personal protective equipment in accordance with safety protocols.
    Application of Boc-L-Beta-Glutamic Acid 5-Benzyl Ester

    Applications of Boc-L-Beta-Glutamic Acid 5-Benzyl Ester in Industrial Manufacturing

    Boc-L-Beta-Glutamic Acid 5-Benzyl Ester serves as a specialized intermediate in advanced organic synthesis. This protected amino acid finds vital roles in peptide and pharmaceutical active ingredient manufacturing. As direct producers, we support industrial clients seeking controlled, high-purity inputs for regulated and high-specification processes. Below, we detail the primary downstream manufacturing segments where this compound is employed, with compliance, process, and product implications.

    1. Pharmaceutical Peptide Synthesis

    Large-scale peptide manufacturing operations utilize Boc-L-Beta-Glutamic Acid 5-Benzyl Ester for constructing side-chain modified oligopeptides, often for research and clinical use in the development of novel therapeutics. The benzyl ester group enables selective protection during elongation and deprotection steps, allowing precise incorporation of beta-glutamic residues. Consistency in purity and defined process specifications are critical for batch release and regulatory submission batches.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice (GMP) for Active Pharmaceutical Ingredients
    • USP <795> and <797> Compounding Standards (where applicable)
    • 21 CFR Part 211 (cGMP for finished pharmaceuticals)
    • European Pharmacopoeia Peptide Section monographs

    Typical usage ratio

    • Building block in 0.1–30 mol% relative to other protected amino acids, varying by peptide length and sequence complexity; process teams determine charge based on chain assembly protocols.

    Downstream process integration

    • Loaded onto automated or manual solid-phase peptide synthesizers after pre-activation; introduced during relevant amino acid coupling cycles; final deprotection removes Boc and benzyl groups simultaneously post-assembly.

    Final product types

    • Active pharmaceutical peptide ingredients (APIs) with beta- or gamma-functionalized glutamic acid units
    • Investigational oligopeptides for in vivo or in vitro assays
    • Diagnostic peptide conjugates

    2. Protected Amino Acid Library Production

    Contract research and development labs, along with specialty fine chemical suppliers, deploy Boc-L-Beta-Glutamic Acid 5-Benzyl Ester for preparing diversified protected amino acid libraries. These libraries serve as toolkits for combinatorial synthesis, structure-activity relationship (SAR) studies, and custom monomer blocks for advanced reagent developers. Maintaining reproducible protecting group patterns is vital for downstream screening accuracy and patent claims.

    Industry compliance standards

    • OECD GLP principles for characterization and handling
    • ISO 9001:2015 certified quality systems for library kit manufacturing
    • REACH Annex IV/V for research intermediates
    • Inventory management with ISO 20387 for biobanking, if applicable

    Typical usage ratio

    • 5–30% of final library pool components, adjusted according to desired beta-glutamic diversity; detailed analytical control for isomerism required per lot.

    Downstream process integration

    • Dissolved as individual standards or mixed into combinatorial vessels during automated parallel synthesis runs; subsequent deprotection and sampling for library validation.

    Final product types

    • Custom protected amino acid libraries
    • Screening kits for pharmaceutical and biotech research
    • Intermediate monomer blends for advanced material developers

    3. Advanced Chemical Synthesis of Enzyme Inhibitors

    Industrial R&D teams leverage the chemical selectivity of this esterified, Boc-protected beta-glutamic acid during multi-step synthesis of small-molecule enzyme inhibitors. Managed reactivity prevents premature side-chain reactions and preserves structural integrity in complex synthetic routes, often involving catalytic hydrogenation or selective hydrolysis as final steps. Strict documentation of lot consistency and full traceability support registration and scale-up studies.

    Industry compliance standards

    • 21 CFR Part 210/211 for pharmaceutical intermediates
    • REACH registration for quantities exceeding exemption thresholds
    • ISO 14001 for chemical environmental management
    • GMP guidelines for process intermediates (APIC, EMA)

    Typical usage ratio

    • Employed in 0.05–10 molar equivalents as a protected coupler, dictated by reaction stoichiometry, target molecule design, and downstream deprotection requirements.

    Downstream process integration

    • Introduced during intermediate coupling or acylation reactions in closed or semi-batch reactors; removal of protecting groups and purification concludes sequence; strict analytical QC prior to next steps.

    Final product types

    • Active enzyme inhibitor molecules with specialized beta-functionalization
    • Fine chemical intermediates for further modification
    • Patented small molecule leads for preclinical assessment

    4. Synthesis of Customizable Bioconjugates

    Specialty biomanufacturers use Boc-L-Beta-Glutamic Acid 5-Benzyl Ester for assembling linkers and branching fragments in bioconjugate and antibody-drug conjugate (ADC) payload development. Its side-chain protected format allows controlled orthogonal strategies during conjugation with peptides, oligonucleotides, or drug fragments, ensuring spatial accuracy and functional performance. Detailed process traceability supports regulatory submissions for complex biologics.

    Industry compliance standards

    • ICH Q9 (Quality Risk Management) and Q11 (Development and Manufacture of Drug Substances)
    • USP <1047> for biotechnology-derived products
    • ISO 13485 for quality management in medical device-related biologics
    • CGMP for advanced therapy medicinal products (ATMPs), EU Regulation (EC) No 1394/2007

    Typical usage ratio

    • Utilized at 1–15 mol% depending on the bioconjugate’s molecular design, the desired branching ratio, and the conjugation technology employed; process teams validate early in pilot runs.

    Downstream process integration

    • Incorporated into linker or scaffold architecture during initial synthesis blocks; selective deprotection after coupling to biomolecule; process optimized for site-specific attachment and minimal byproducts.

    Final product types

    • Antibody-drug conjugates (ADC) with beta-glutamic acid spacers
    • Protein or peptide bioconjugates with orthogonally functionalized side chains
    • Site-specific therapeutic linker molecules
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    Certification & Compliance
    More Introduction

    Boc-L-Beta-Glutamic Acid 5-Benzyl Ester: Perspective from the Manufacturer

    Understanding Boc-L-Beta-Glutamic Acid 5-Benzyl Ester

    Working directly in the field of amino acid derivatives, each new product challenges us to refine our process and standards. Boc-L-beta-Glutamic Acid 5-Benzyl Ester is no exception. Manufacturing this compound means paying attention to every detail, right from sourcing raw materials to controlling moisture and protecting groups. Our team works hands-on at every stage, relying on experience as much as analytical instrumentation to meet growing demands in peptide synthesis and pharmaceutical development.

    Our Unique Manufacturing Approach

    Some products in the lab scale up cleanly into commercial production. This one took patience. We maintain close control over condensation reactions and purification steps to achieve consistently high purity. The use of tert-butyloxycarbonyl (Boc) as the N-protecting group and a benzyl ester at the gamma-carboxyl position sets this molecule apart from standard L-glutamic acid derivatives. Each batch goes through rigorous analysis: HPLC for purity, NMR to confirm the chemical structure, and mass spectrometry for molecular weight validation. Keeping these specifications tight allows our compound to perform predictably in demanding synthesis protocols.

    Working with Boc-L-Beta-Glutamic Acid 5-Benzyl Ester in the Lab

    Scientists who count on this beta-isomer find it indispensable for peptide construction where selectivity and orthogonal protection play a role. The presence of the Boc group on the alpha-amino position provides stability during coupling and deprotection steps. Unlike alpha-glutamic acid esters, the beta configuration opens up new synthetic pathways. Researchers pursuing unique backbone-modified peptides, depsipeptides, or peptidomimetics seek out this molecule for the flexibility it offers. Our focus remains on providing compound that behaves consistently throughout each cycle, reducing friction in the workflow of discovery.

    Clear Differences: Beta vs. Alpha Isomers

    Anyone who’s worked with traditional alpha-L-glutamic acid derivatives knows their behavior in solid phase synthesis. Switching to the beta isomer shifts the synthetic logic. The backbone conformation changes, which in turn affects peptide folding and properties. This allows chemists to build novel architectures—sometimes with increased metabolic stability, sometimes with unique biological activity. Our experience in making both isomers has taught us how critical purity and precise regioisomerism are here. Unwanted side-products at even low levels can complicate synthesis or skew assay results. Direct manufacturer oversight lets us catch issues before the compound leaves our site.

    Key Applications: Real-World Uses, Real-World Results

    Building pharmaceutical candidates brings challenges many chemists do not see until pilot scale. With Boc-L-beta-glutamic acid 5-benzyl ester, the main users come from peptide drug research, agrochemical design, and specialized material science projects. Peptide-based drugs targeting enzyme active sites or protein-protein interactions frequently call for non-standard residues for increased resistance to enzymatic breakdown. We have seen our product used in synthetic attempts at beta-peptides, as spacers in conjugation protocols, and in the design of stabilized bioactive sequences. Feedback from users often highlights ease of deprotection, consistent coupling efficiency, and reproducibility batch to batch as key factors.

    Quality You Notice: Strict Control, Experienced Hands

    Manufacturing chemicals for the research and pharmaceutical sector requires a level of caution and knowledge that goes beyond filling an order. Our facility never cuts corners on solvent removal and purification—any residual solvents or impurities risk downstream reactions. Every drum and every bottle gets tested according to protocols developed through years of collaboration with both academic and industrial scientists. We routinely monitor not only for chemical properties but also for residual acids, bases, and trace metals that might interfere with sensitive applications. These are not requirements set by a distant regulatory body but are a result of countless conversations with users who rely on consistent reagents.

    Choosing the Right Protection Strategy

    Tert-butoxycarbonyl (Boc) as an amine-protecting group can seem traditional in today’s environment flooded with new strategies. Our experience tells us that many researchers still put their trust in Boc due to its compatibility with acid-labile deprotection and resistance to strong bases. The benzyl group on the gamma-carboxyl confers stability during peptide bond formation. This dual protection makes the product appealing for stepwise solid-phase peptide synthesis and fragment coupling. Where other protection strategies can force cumbersome workups or side-reactions, the classical Boc-benzyl approach gives users a solid foothold, especially in challenging beta-amino acid chemistry.

    Handling and Storage: Practical Experience

    From decades managing chemical inventories, we understand frustration over degraded or out-of-spec material. Boc-L-beta-glutamic acid 5-benzyl ester requires reasonable care but does not present unusual stability challenges. Keep it sealed, away from strong acids and bases, and avoid prolonged exposure to heat. It remains stable under standard laboratory storage conditions, and our packaging includes desiccant whenever shipping into regions with high humidity. Each customer receives guidance based on climate and batch size, an extra step that stems from years spent troubleshooting for clients in both cutting-edge research and manufacturing environments.

    Comparing Suitability: Boc-L-Beta-Glutamic Acid 5-Benzyl Ester vs. Alternatives

    Not every synthesis project suits this derivative, and we do not oversell it as a universal solution. Projects requiring unprotected side chains or those tolerant of base-labile groups might not take full benefit of Boc-benzyl protection. Fmoc-based alternatives appeal to those running solid-phase peptide synthesis under different cleavage conditions. Our compound finds its best application where acid-labile groups must stay protected during segment assembly, and where selectivity in deprotection reduces cross reactions. We have set up side-by-side tests with Fmoc and unprotected beta-glutamic acid derivatives, comparing coupling rates and product purity. The results consistently show that, for protocols compatible with Boc chemistry, yields and downstream handling tend to improve, particularly with challenging sequences or longer syntheses where cumulative losses add up.

    Scale-Up Experience: Consistency at Larger Volumes

    Bench-scale chemistry sometimes falls short in the transition to kilogram or larger scales. We have refined our process for Boc-L-beta-glutamic acid 5-benzyl ester so that the critical reaction parameters scale smoothly. Our team monitors everything: temperature control, addition rates, pH, and agitation. Purification remains a challenge at bigger volumes. Chromatography must remain both efficient and sustainable. We invest in automated, closed-loop systems where we can tweak parameters mid-run if analytical data suggests any drift in quality. Years of feedback and firsthand troubleshooting have shaped how we handle each order.

    Purity Standards: Going Beyond the COA

    Specs on a certificate of analysis mean little if the actual chemistry in the flask or on the resin fails to live up to those numbers. We do not rely solely on HPLC area percentages; our team routinely runs 13C and 1H NMR to check for isomeric contaminants, spot-checks enantiomeric excess, and engages in elemental analysis whenever doubts arise about material mass balance. This attention to detail means the difference between a project stalling at the synthesis stage or moving forward to testing and further modification. Our on-site analytical capabilities offer rapid turnaround, so customers can count on reliable quality, not just compliance with a minimum threshold.

    Feedback Loop: Listening to the Scientists Who Use the Product

    Beyond the synthesis, we benefit from sustained dialogue with users. Repeated orders and specific requests—to modify lots, change packaging, or share insights about unexpected outcomes—often lead us to improve or tune our processes. We reflect on these requests both in SOP revisions and in ongoing R&D efforts. By staying close to the user experience, we avoid becoming complacent, and we incorporate these lessons back into each production run. For Boc-L-beta-glutamic acid 5-benzyl ester, this has led to changes in crystallization steps, improved batch homogeneity, and adjustments in washing procedures that cut down on by-product carryover.

    Environmental and Safety Considerations from the Shop Floor

    Waste and by-product reduction never stop being a focus in our plant. Solvents used in protection and deprotection often carry both safety and environmental burdens. We recover and recycle where feasible and make a habit of eliminating hazardous streams at the source. Our workers—chemists who run distillations, maintenance engineers who service filtration systems, and shipping clerks who inspect final packaging—receive regular training not just to comply with regulations but because we want every employee heading home healthy and every order leaving our shop representing best practices. We do not view safety as a bureaucratic hurdle but as part of a duty to those who count on our materials.

    Technical Challenges: What We Have Learned Over the Years

    Reaction conditions for beta-amino acids do not always follow the predictable curves you see in textbooks. Beta-glutamic acid can cyclize or rearrange under certain reaction conditions, particularly at elevated temperatures or in drying steps. Time spent troubleshooting these reactions builds the foundation for improved yield and purity. On occasion, stubborn trace impurities prompted us to revisit crystallization parameters and adjust solvent ratios. The knowledge we have acquired in scaling and fine-tuning this product benefits every batch that ships out. Sharing process improvements with trusted customers fosters further innovation at both ends.

    Supporting Cutting-Edge Research: From Academic Labs to Industry Pilots

    High-quality peptide intermediates set the stage for breakthroughs in targeted therapy, molecular recognition, enzyme inhibition, and synthetic biology. Boc-L-beta-glutamic acid 5-benzyl ester continues to find roles in university research as well as in corporate pipelines. Many development teams favor this derivative for its role in assembling beta-peptide sequences, lengthening peptide backbones, or introducing modifications that enhance resistance to proteolytic degradation. In custom synthesis requests, our ability to quickly adapt packing sizes or accommodate expedited shipping ensures that R&D timelines stay on track. We know how frustrating delays can become when schedules hinge on a single reagent.

    Lessons in Collaboration: Staying Agile and Customer-Focused

    Our process never stands still. Each customer inquiry, complaint, or commendation leads us to revisit protocols and review batch histories. We maintain extensive production records and encourage every staff member to contribute observations. If crystallization yields dip or impurity profiles shift, we address the variables openly in team meetings and adjust promptly. Agility in response—not sticking to rigid formulas—keeps us effective and honest about our strengths and areas for improvement. We recognize that even elite labs need reliable partners, not just suppliers. Cultivating that trust means more than simply selling a chemical; it means being ready to solve problems together.

    Batch Traceability: Building Confidence, Not Just Paper Trails

    Scientists working in regulated sectors require traceable records for every raw material and reagent. Our lot tracking system tells the complete story of a batch, from the day we receive precursor amino acids to the point the final bottle leaves our shipping area. Every adjustment, every deviation from standard practice, and every in-line test forms part of that story. In the case of Boc-L-beta-glutamic acid 5-benzyl ester, customers have complimented our level of documentation, which supports not only internal audits but also regulatory filings and patent applications. Transparency in documentation builds mutual confidence.

    Looking Ahead: Anticipating Industry Shifts

    Peptide research continues to evolve with new backbone modifications, protection strategies, and conjugation methods emerging yearly. We monitor scientific literature and patent filings, keeping pace with advances that might shape which derivatives will become indispensable. Beta-amino acid chemistry now sits on the radar of more drug development teams, pointing towards an expanded future for our expertise. We remain committed to flexible production, reliable distribution, and technical support that adapts to each client’s shifting needs.

    Continuous Improvement: Learning from Every Batch

    Every round of feedback and every challenging batch teach us something new. Boc-L-beta-glutamic acid 5-benzyl ester has gone through several process improvements, each sparked by real-world challenges. We have come to value careful attention to details—such as drying techniques and solvent selections—that might seem minor but show up in long-term storage tests or synthetic results. We treat every kilogram as a measure of trust between ourselves and the labs depending on us, aiming for excellence with every shipment.

    Final Thoughts

    Manufacturing Boc-L-beta-glutamic acid 5-benzyl ester has required patience, adaptability, and deep technical know-how. The relationships built along the way—with both raw material suppliers and research teams who rely on our reagents—mean more than just throughput statistics. From our vantage point as the manufacturer, we see how this compound fits into the broader drive for new therapeutics and improved synthetic methods. We aim to provide not just a reliable product, but the kind of support and responsiveness that lets our collaborators push science forward.