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(R)-N-Boc-Glutamic Acid-1,5-Dimethyl Ester

    • Product Name (R)-N-Boc-Glutamic Acid-1,5-Dimethyl Ester
    • Alias Boc-Glu(OMe)-OMe
    • Einecs 68399-80-4
    • 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

    648175

    Product Name (R)-N-Boc-Glutamic Acid-1,5-Dimethyl Ester
    Cas Number 150299-33-9
    Molecular Formula C12H21NO6
    Molecular Weight 275.30
    Appearance White to off-white solid
    Purity Typically ≥98%
    Melting Point 50-54°C
    Solubility Soluble in methanol, slightly soluble in water
    Optical Rotation [α]D20 +10° to +15° (c=1, CHCl3)
    Smiles COC(=O)CCC(C(=O)OC)NC(=O)OC(C)(C)C
    Inchi InChI=1S/C12H21NO6/c1-12(2,3)19-11(17)13-8(7-6-9(14)18-4)10(15)16-5/h8H,6-7H2,1-5H3,(H,13,17)
    Storage Conditions Store at 2-8°C, protect from light and moisture
    Usage Amino acid derivative for peptide synthesis
    Chirality R-configuration (enantiopure)

    As an accredited (R)-N-Boc-Glutamic Acid-1,5-Dimethyl Ester factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing A 5g quantity of (R)-N-Boc-Glutamic Acid-1,5-Dimethyl Ester is supplied in a sealed amber glass bottle with tamper-evident cap.
    Shipping (R)-N-Boc-Glutamic Acid-1,5-Dimethyl Ester is securely packaged in sealed containers to prevent contamination and moisture exposure. It is shipped under standard chemical transport regulations, typically at ambient temperature, unless otherwise specified. Proper labeling and accompanying documentation ensure safe handling and compliance with international shipping standards for laboratory chemicals.
    Storage (R)-N-Boc-Glutamic Acid-1,5-Dimethyl Ester should be stored in a tightly sealed container, protected from light and moisture. Keep it at 2–8 °C in a refrigerator. Avoid exposure to heat, acids, and bases to prevent decomposition. Store it in a well-ventilated, designated chemical storage area following standard laboratory chemical safety protocols.
    Application of (R)-N-Boc-Glutamic Acid-1,5-Dimethyl Ester

    Applications of (R)-N-Boc-Glutamic Acid-1,5-Dimethyl Ester in Industrial Manufacturing

    As a specialized manufacturer of (R)-N-Boc-Glutamic Acid-1,5-Dimethyl Ester, we supply this advanced chiral intermediate to high-standard industrial customers across several focused application sectors. Its unique structural and chemical attributes make it integral to multiple downstream production processes, each with stringent compliance and formulation parameters. Below, we detail key scenarios where this raw material plays a direct and irreplaceable role in value-added product manufacture.

    1. Chiral Intermediate for Enantiopure Pharmaceutical APIs

    Pharmaceutical manufacturers utilize this material as a protected glutamic acid building block to synthesize complex chiral active pharmaceutical ingredients (APIs), particularly in the development of drugs reliant on enantiopure amino acid derivatives. The compound’s highly controlled stereochemistry and dual ester protection enable predictable reactivity in peptide coupling and amidation steps, supporting high-purity API synthesis for regulated commercial drugs addressing neurological, oncological, and metabolic diseases.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice for Active Pharmaceutical Ingredients
    • USP <941> Characterization standards for chiral purity
    • European Pharmacopoeia Monographs for amino acid derivatives (Ph. Eur.)
    • FDA 21 CFR part 211 (cGMP) requirements

    Typical usage ratio

    • Ranges from 0.85 to 1.10 molar equivalents relative to the target API intermediate. Process chemists adjust ratios based on route efficiency and downstream deprotection yield.

    Downstream process integration

    • Introduced after initial backbone assembly as a protected chiral center, then subjected to stepwise deprotection and coupling in solid-phase or solution-phase peptide/API synthesis workflows.

    Final product types

    • Chiral API intermediates for oncology drugs
    • Enantiopure amino acid derivatives for CNS-active medications
    • Dipeptide or oligopeptide-based pharmaceuticals
    • Specialty drug candidates for clinical development

    2. Specialty Peptide Synthesis for Peptidomimetics

    Research-based and cGMP specialty manufacturers integrate this protected glutamate derivative in solid-phase peptide synthesis protocols to engineer custom peptidomimetic compounds. Its steric and electronic attributes facilitate the precise insertion of modified glutamate residues, supporting stability and metabolic resistance in therapeutic candidates or bioactive research tools.

    Industry compliance standards

    • ICH Q11: Development and Manufacture of Drug Substances
    • Peptide Synthesis ISPE Guide
    • ISO 9001:2015 for specialty chemicals quality management
    • The Synthetic Organic Chemical Manufacturers Association (SOCMA) guidelines for controlled substances

    Typical usage ratio

    • 0.95 to 1.05 equivalents per target amino acid insertion, controlled by resin loading efficiency and desired peptide chain length.

    Downstream process integration

    • Used during the Fmoc/t-Boc solid-phase synthesis step as a blocked glutamic acid monomer, selectively deprotected on-resin immediately before coupling to subsequent residues.

    Final product types

    • Bioactive peptidomimetics for inhibitor design
    • Cell-penetrating peptides with modified glutamate sequences
    • Diagnostic peptide reagents
    • Therapeutic peptide candidates for preclinical and clinical studies

    3. Chiral Auxiliary for Asymmetric Catalysis Processes

    Advanced contract manufacturing organizations (CMOs) and fine chemical plants employ this substance as a chiral auxiliary in asymmetric catalytic reactions, where precise enantioselective induction is critical. Its protected dicarboxylate backbone allows chemists to manipulate substrate orientation, improving selectivity and yield of downstream chiral intermediates used in targeted synthesis projects or specialty batch production.

    Industry compliance standards

    • ISO 9001:2015 Quality Management for fine chemicals
    • Chemical Facility Anti-Terrorism Standards (CFATS, USA)
    • REACH Registration, Evaluation, Authorisation and Restriction of Chemicals (Europe)
    • ChemStewards® Responsible Care Management System

    Typical usage ratio

    • 0.1 to 0.5 mole per mole of prochiral substrate; final proportion is optimized via initial lab-scale screens to balance auxiliary recovery and stereoselectivity targets.

    Downstream process integration

    • Charged to reaction vessels as an auxiliary before substrate addition. Removed and recycled following product isolation, prior to further product transformation or purification steps.

    Final product types

    • Chiral pharmaceutical intermediate blocks
    • Building blocks for asymmetric agrochemical synthesis
    • Enantioenriched ligands for organometallic catalysis projects
    • Specialty material intermediates with controlled stereochemistry

    4. Protected Amino Acid for Custom Polymerization

    Performance polymer manufacturers and applied material developers incorporate this protected glutamic acid derivative as a monomer feedstock to create novel polyamides or functionalized polypeptides. Its sterically hindered amino and carboxy groups enable specific, site-directed polymerization while preventing unwanted side reactions, supporting the manufacture of high-performance biomedical or electronic substrate materials with tailored degradation profiles and functionality.

    Industry compliance standards

    • ISO 13485:2016 for medical-grade polymer raw materials
    • FDA Title 21 CFR 177 for polymer additives (where applicable)
    • ISO 10993 for biocompatibility testing
    • REACH compliance for new polymer monomers (Europe)

    Typical usage ratio

    • 5 to 15 wt% in targeted custom polyamide copolymer blends. Actual amount determined by desired polymer chain architecture and final properties.

    Downstream process integration

    • Dosed as a protected monomer during initial ring-opening polymerization or melt-polycondensation phase, followed by controlled deprotection and chain extension or branching.

    Final product types

    • Bioresorbable surgical implants and suture materials
    • Drug-eluting medical device coatings
    • Functionalized electronic substrate films
    • Research-use biodegradable polymers with defined side-chain properties

    5. Research-Grade Building Block for Amino Acid Modification Studies

    Analytical laboratories and chemical R&D groups source this protected derivative for systematic modification of glutamic acid residues, essential in structure-function and SAR studies. The dual ester protection enables researchers to selectively modify side chains or backbone positions, facilitating the preparation of traceable analogs and isotopically-labeled standards for mass spectrometry calibration or metabolic pathway mapping.

    Industry compliance standards

    • GLP (Good Laboratory Practice, OECD guidelines)
    • ISO/IEC 17025 for analytical laboratory calibration
    • Analytical Methods Validation protocols (FDA/EMA)
    • Hazardous chemicals registration under local authority

    Typical usage ratio

    • Varies between 1 and 10 mg per reaction for analytical standards; scaled up to 0.1–1 mol equivalent in preparative modification protocols.

    Downstream process integration

    • Added to reaction vessels during labeling or side-chain derivatization steps, followed by isolation and full characterization of the analog or labeled compound.

    Final product types

    • Stable isotope-labeled amino acid standards
    • Custom-modified peptides for SAR investigations
    • Reference compounds for analytical method validation
    • Tracer molecules for metabolic flux studies
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    Certification & Compliance
    More Introduction

    Introducing (R)-N-Boc-Glutamic Acid-1,5-Dimethyl Ester: A Foundation for Modern Synthesis

    Shaping Stereochemistry Through Experience

    In chemical manufacturing, control and reliability mean everything. Over the years handling enantiopure amino acid derivatives, we have seen (R)-N-Boc-Glutamic Acid-1,5-Dimethyl Ester become a favored choice in synthesis pathways that demand precision. Our laboratories, filled with the constant dance of measuring and reacting, value compounds that respond predictably, batch after batch. This product, characterized by its enantiopure (R)-configuration and the ease that comes with its dual methyl ester protection, brings a consistent advantage to asymmetric synthesis routines.

    The process of getting to this molecule is rarely about shortcuts. We commit to strong traceability for each input, starting with sourcing L-Glutamic acid of uncompromising chirality. Boc-protection steps require patient pH control—one overlooked spike and downstream yields start to slip. Dimethyl esterification, though routine, rewards attention to temperature and humidity profiles. Each of these details matters when purity pushes past 98% and even minor byproducts can mislead during scale-up. Real-world demands have shaped the exact protocols we follow.

    Clarity in Structure and Handling

    Users recognize (R)-N-Boc-Glutamic Acid-1,5-Dimethyl Ester by its clean, white crystalline form. The chemical structure places a Boc (tert-butyloxycarbonyl) group on the nitrogen, shielding it from unwanted reaction, while the carboxyls have become dimethyl esters—a decision that smooths workups in both solution and solid-phase applications. Every order receives product that holds tight to moisture thresholds and resists decomposition under proper storage.

    Our teams weigh, seal, and ship only after confirming that physical characteristics match specifications: melting point, NMR identity, and residual solvent testing. This careful attention allows users to avoid surprises their side. No two shipments are identical in appearance—color tone and crystalline size may vary—yet the product’s response in peptide couplings or derivatization trails the same reliable path.

    Understanding Typical Uses

    This derivative lends itself especially well to peptide synthesis where delicate stereochemistry stays non-negotiable. Our pharma partners often enter projects with novel sequence goals, and the choice of (R)-N-Boc-Glutamic Acid-1,5-Dimethyl Ester steers the project away from racemization. Protection on both ends helps sidestep side reactions during chain elongation. In building small molecules, it offers a scaffold that holds firm when introducing side-chain modifications, different linkers, or further asymmetric reactions.

    Insights gathered from customer labs show its popularity for preclinical research tool development. With growing demand for labeled analogs and crosslinker-ready glutamates, the methyl ester route opens more options than free acid or mono ester forms. Time spent optimizing protocols means end users get material that fits seamlessly into difficult reaction sequences.

    Echoes from Bench Chemistry: The Manufacturer’s Perspective

    Chemists in our plant remember the early days with free acid and mono-esters. Reactions often paused for labor-intensive acid chloride activation or faced solubility issues that turned simple steps into bottlenecks. With (R)-N-Boc-Glutamic Acid-1,5-Dimethyl Ester, clean organic solubility makes for better mixing and reaction homogeneity—troubles with phase splitting during coupling reactions drop sharply. Compared with more hydrolysis-prone forms, the dimethyl esters endure longer in solution, so lost yield from decomposition shrinks to nearly nothing. The Boc group can stay on during multiple steps without the risk of premature cleavage, unlike Fmoc or Cbz, which can fail under less-forgiving reaction setups.

    Scaling up this material, we encounter the subtle shifts that come once quantities rise past laboratory scale. Crystallization gets trickier. Subtle contaminants may appear that never show in milligram batches. Through iterative improvement, we have shaped a workflow that meets kilogram-level demand while keeping chiral impurity to a level where downstream chromatographic purification rarely becomes necessary. This saves both solvent use and operator hours at customer sites.

    Distinct from Other Glutamates

    Hearing feedback from peptide and small molecule chemists, clear differences set (R)-N-Boc-Glutamic Acid-1,5-Dimethyl Ester apart from related compounds. Mono-methyl esters (where only one carboxylic function is masked) often show a tendency toward partial saponification under mild conditions; this forces shorter transport and shorter shelf life, particularly in humid climates. The diester, on the other hand, handles weeks of bench exposure without drift in potency. Sodium or potassium salts lack the same compatibility with organic coupling reagents and risk introducing counter-ion contamination into analytic workflows.

    Comparing the (R) and (S) isomers, enantioselectivity drives application. A single misplaced variant can derail bioactivity in sensitive preparations. Our commitment to chiral purity stems from years of troubleshooting in customer projects where a single percentage point of epimerization made all the difference in biological validation or regulatory approval. Thus, strict control and verification of the (R)-isomer identity underpin every run.

    Meeting Industry Expectations for Quality and Data Integrity

    Integrity forms the backbone of our approach. Analytical transparency remains a priority—anyone using our (R)-N-Boc-Glutamic Acid-1,5-Dimethyl Ester can expect access to a full certificate of analysis that documents chiral, purity, and residual solvent data by batch. HPLC, optical rotation, and clean NMR spectra come as standard. Customer feedback led us to adjust drying times, tweak crystallization rates, and eliminate trace impurities from past processes. Speculative grading never enters our facility; if a batch falls short anywhere, retesting and reprocessing occur without passing the uncertainty downstream.

    We support all origins of research: from universities sorting out a single reaction route, to multinational pharmaceutical teams exploring large-scale peptide or prodrug production. Guidance about solvent compatibility or workup procedures comes from our close involvement with applied chemical problems. No shipment leaves our site unless it meets the quantitative benchmarks we apply to every lot.

    Practical Lessons Learned Along the Way

    Our history manufacturing advanced amino acid derivatives has involved plenty of trial, error, and team discussion at every step. Shipping to climates with wide humidity and temperature swings taught us that careful packaging and rapid logistics make a measurable difference in delivered purity. Standing up against regulatory scrutiny, we have maintained process logs and archived samples for years—this attention to record keeping supports batch traceability and enhances customer trust.

    Chemical supply chains are only as strong as their weakest material. Making (R)-N-Boc-Glutamic Acid-1,5-Dimethyl Ester at scale requires supply contracts with the most reliable feedstock producers. The starting glutamic acid needs to be thoroughly vetted for both chirality and bacterial contamination, while all solvents must meet reagent-grade status to keep downstream impurity risk negligible. Relationships with these suppliers matter as much as our own internal protocols. Whenever unexpected demand emerges, established partnerships ensure feedback loops stay short and raw ingredient delays remain rare.

    Solutions to End-User Challenges

    Once in the customer’s hands, (R)-N-Boc-Glutamic Acid-1,5-Dimethyl Ester sometimes enters environments with skill gaps or equipment more suited to large-scale, robust chemistry. Questions about solubility, optimal deprotection, and storage crop up. Drawing from our work across many scales and sectors, we recommend tight control of moisture at every workflow step. Products like silica gel and nitrogen blankets guard against hydrolysis. For long-term storage, cold rooms hold a clear advantage, while desiccators suffice for same-day use.

    For research workflows, direct communication with our technical team solves more issues than lengthy troubleshooting. Customers who share their use case often receive tailored advice: which couplings work best, which workups permit full product recovery, and how to spot common interferences in NMR or mass spectrometry signals. Several client case studies have prompted us to simplify our protocol documentation, removing redundancy and making steps clearer for young chemists or those coming in from biological sciences.

    One recurring challenge for some users comes when shifting from small-scale, exploratory chemistry to multi-gram runs. Here, reaction reproducibility becomes difficult. In our own facility, we document temperature gradients and minimize batch-to-batch variability through close-timed reagent addition. End users benefit from steady hands and solid data trails during these upscales. We have helped partners implement in-line purity checks, so that any deviation gets flagged and corrected before waste accumulates.

    Companies seeking regulatory filings or advancing into GMP environments require an added layer of assurance. With this in mind, all raw materials and consumables enter our site with complete documentation that stands up under audit. Regular staff training in documentation, cleaning validation, and deviation management feeds back into overall quality improvement. Based on feedback from pharmaceutical teams, we designed our GMP compliance workflow to permit full lot recall and transparent corrective action tracking.

    Ongoing Improvements Inspired by Field Use

    No decade passes without shifting demands. Not long ago, a customer’s requirement for modified, bioorthogonal amino acids forced a full process redesign. Instead of resting on standard reaction flows, our team explored alternate esterification routes, trialed new purification media, and validated outcomes in parallel with external partners. These interactions led us to adopt higher-throughput analytical tools, shortening the feedback loop and increasing the number of lots we could screen against spec each month.

    Lessons from product returns or on-site troubleshooting sessions filter into our training and process manuals. Anomalies that seem rare—a pink tint appearing in crystalline powder, or a stubborn impurity visible only by LCMS—become team discussion points, leading to preventive action baked into future processes. Seasonal shifts in humidity prompted a redesign of our storage and packaging area, with tighter air control and humidity sensors now standard.

    Smaller research teams who use (R)-N-Boc-Glutamic Acid-1,5-Dimethyl Ester for probe or antigen development often look for guidance on scale-matched purification and storage. Drawing on internal R&D, our technical documentation now covers a broader range of solvents, compatible deprotection agents, and troubleshooting for peptide or prodrug synthesis. Periodic check-ins with select users provide early warning of persistent pain points, ensuring we stay responsive to market shifts.

    Working Together in Today’s Landscape

    Collaboration lies at the core of success in chemical manufacturing. Direct dialogue with end users and regular engagement with academic partners help us adapt (R)-N-Boc-Glutamic Acid-1,5-Dimethyl Ester to new research needs. Where projects drift out of specification or protocols miss targets, our experts share observations and practical advice, often leading to improved yields or new approaches to challenging couplings. The ongoing commitment to quality, transparency, and data-driven improvements helps raise the bar for what is expected of foundational synthesis reagents.

    As tighter regulatory scrutiny, faster research cycles, and demands for greener processes enter the chemical landscape, our focus pivots toward efficient resource use and continuous process improvement. We concentrate on eliminating hazardous reagents from our workflows and emphasize solvent recovery and waste reduction at every step. This approach reduces costs and environmental risk, while supporting efforts to meet rising sustainability standards across the sector.

    Looking Forward with (R)-N-Boc-Glutamic Acid-1,5-Dimethyl Ester

    Today’s research field spans from peptide medicines for rare diseases to industrial-scale biomaterials engineering. The tools we provide must stay as adaptable as the projects they support. Our experience makes clear that reliability, purity, and service matter more with every passing year. Requests for greener packaging, tighter impurity controls, and new analytical validation methods reach us weekly. Meeting these needs takes more than routine manufacturing; it calls for a partnership mindset, readiness to listen, and confidence drawn from decades of working at the interface of chemistry and practical application.

    Whether for a new drug target just emerging in a grant proposal or a material science project demanding hundreds of grams, (R)-N-Boc-Glutamic Acid-1,5-Dimethyl Ester continues to prove its value. Trust built on transparency and experience guides everything we do, and we look forward to the next wave of chemical innovation this essential compound will enable.