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Boc-N-Methyl-D-Alanine

    • Product Name Boc-N-Methyl-D-Alanine
    • Alias Boc-D-NMe-Ala
    • Einecs 263-177-2
    • 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
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    Specifications

    HS Code

    768402

    Product Name Boc-N-Methyl-D-Alanine
    Cas Number 74852-52-9
    Molecular Formula C9H17NO4
    Molecular Weight 203.24 g/mol
    Appearance White to off-white solid
    Purity Typically ≥98%
    Melting Point Around 68-72°C
    Solubility Soluble in organic solvents like methanol, ethanol, and DCM
    Storage Temperature 2-8°C (Refrigerated)
    Smiles CC(C(=O)O)N(C)C(=O)OC(C)(C)C
    Synonyms tert-Butyl N-methyl-D-alaninate, Boc-NMe-D-Ala-OH
    Optical Activity D-isomer (specific rotation available upon request)

    As an accredited Boc-N-Methyl-D-Alanine factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing A 5-gram amber glass bottle, tightly sealed, labeled "Boc-N-Methyl-D-Alanine, ≥98% purity" with hazard and handling information.
    Shipping Boc-N-Methyl-D-Alanine is shipped in tightly sealed containers, protected from moisture and light. It is handled as a non-hazardous chemical, but appropriate safety measures are taken. Packages include labels and documentation in compliance with regulatory guidelines. Standard shipping options are available, ensuring prompt and secure delivery to the destination.
    Storage Boc-N-Methyl-D-Alanine should be stored in a cool, dry, and well-ventilated place, away from moisture and direct sunlight. Keep the container tightly closed and store at 2–8°C (refrigerated). Avoid exposure to acids and bases, as the Boc protecting group is sensitive to hydrolysis. Ensure storage in a designated chemical storage area, following safety and handling guidelines.
    Application of Boc-N-Methyl-D-Alanine

    Applications of Boc-N-Methyl-D-Alanine in Industrial Manufacturing

    Boc-N-Methyl-D-Alanine serves as a precision-engineered chiral building block, facilitating production processes in advanced pharmaceutical synthesis, peptide manufacturing, enzyme inhibitor development, specialty ligand creation, and fine chemical intermediates. The material’s chemical structure and reactivity underpin its widespread use in several high-standard downstream sectors where regulatory, process, and formulation demands are stringent and defined.

    1. Peptide Drug Active Pharmaceutical Ingredient (API) Synthesis

    Leading peptide manufacturers incorporate this protected amino acid in solid-phase peptide synthesis (SPPS) to introduce methylated D-alanine residues, imparting metabolic stability and target selectivity to drug molecules. Integration of the tert-butyloxycarbonyl protecting group supports efficient, stepwise peptide assembly under strictly controlled moisture and purity conditions, ensuring batch reproducibility for commercial peptide active pharmaceutical ingredients.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice (GMP) for Active Pharmaceutical Ingredients
    • USP General Chapter <795> and <823>, European Pharmacopoeia (Ph. Eur.) for monomer quality
    • FDA 21 CFR Part 210/211 for finished drug substance traceability
    • EU EudraLex Vol 4, Annex 2 for biotech-derived products

    Typical usage ratio

    • Normally 1–6 mol% relative to total amino acids in therapeutic peptide chain, adjusted per residue location and desired molecular properties; excessive loading controlled to prevent aggregation during chain elongation.

    Downstream process integration

    • Pre-coupling activated on-resin during Fmoc/Boc-based solid-phase synthesis cycles; deprotection and coupling chemistry require strict anhydrous and inert conditions to maximize chain fidelity and minimize racemization, followed by peptide cleavage and purification via preparative HPLC.

    Final product types

    • Branded and generic therapeutic peptides (including hormone analogs, metabolic regulators)
    • Peptide-based injectable APIs for oncology, endocrinology, and infectious disease therapies
    • Preclinical research peptides for structure-activity relationship (SAR) studies

    2. Synthesis of Peptidomimetic Enzyme Inhibitors

    Medicinal chemistry labs and API manufacturers utilize Boc-protected N-methylated D-alanine extensively to design synthetic enzyme inhibitors that block target pathways in neurological and viral disease drug candidates. The steric and conformational constraints provided by N-methyl groups enhance specificity toward protease active sites, while efficient coupling techniques streamline medicinal lead optimization and scale-up to GMP intermediate supply for later clinical stages.

    Industry compliance standards

    • OECD GLP for process development and testing intermediates in clinical candidate synthesis
    • FDA Drug Master File (DMF) submission requirements for intermediate raw materials
    • REACH registration for supply into the EU pharmaceutical sector
    • ISO 9001:2015 quality management for consistent lot-to-lot performance

    Typical usage ratio

    • Ranges from 2–8 mol% in peptide-mimetic chain; adjusted to optimize binding kinetics and solubility profiles per inhibitor analog. Ratio may shift following candidate screening outcomes prior to pilot-scale up.

    Downstream process integration

    • Introduced after fragment-based structure assembly; coupling performed under microwave-assisted or conventional heating with selective activation reagents; full deprotection and purification precede crystallization and validation of the inhibitor scaffold.

    Final product types

    • Protease inhibitor drug candidates (e.g., for cysteine and serine proteases)
    • Enzyme-targeted preclinical lead compounds
    • Clinical trial supply of peptidomimetic API intermediates

    3. Peptide-Based Imaging Agent Production

    Diagnostic imaging reagent companies depend on this Boc-protected N-methylated D-alanine to synthesize contrast agent carrier peptides whose tailored resistance to proteolysis extends in vivo circulation times. Its inclusion in labeled peptides enables site-specific conjugation with radiometal chelators or fluorescent probes, contributing to high-fidelity imaging toolkit production in compliance with medical diagnostics regulation frameworks and extensive analytical traceability for radiolabeling applications.

    Industry compliance standards

    • USP <823> for PET Drug Good Manufacturing Practices
    • ISO 13485 for medical device and imaging agent raw materials
    • FDA 21 CFR Part 211 for radiopharmaceutical precursor traceability
    • Ph. Eur. standards for injectable diagnostic preparations

    Typical usage ratio

    • Generally 1–10 mol% within the peptide backbone depending on probe structure and required biological half-life improvements; ratio adjusted after pilot imaging studies to optimize tissue targeting and clearance kinetics.

    Downstream process integration

    • Directly coupled during solid-phase or liquid-phase peptide synthesis; orthogonally protected to allow selective chain extension or linker attachment prior to final radiolabel-containing conjugation and analytical purification steps.

    Final product types

    • Peptide-based SPECT/PET imaging agents
    • Fluorescently labeled diagnostic peptides
    • Conjugate-ready peptide precursors for pharmaceutical imaging

    4. Synthesis of Custom Chiral Ligands for Asymmetric Catalysis

    Specialty catalyst producers exploit the chiral properties of Boc-protected N-methyl D-alanine in custom ligand synthesis for asymmetric hydrogenation and carbonylation reactions. These chiral ligands transfer high enantioselectivity into downstream pharmaceutical and agrochemical manufacturing, with downstream users requiring batch-to-batch optical purity and consistency across process scale-up, subject to advanced fine chemical supply auditing and analytical verification.

    Industry compliance standards

    • ISO 9001:2015 for specialty chemical production and traceability
    • EU REACH for chemical supply compliance in catalytic process scale-up
    • Sigma-Aldrich analytical standards for chiral auxiliaries and metal complexes
    • GMP alignment for pharmaceutical intermediate manufacturing

    Typical usage ratio

    • Utilization typically at 1–3 mol% as a ligand precursor in relation to metal center, with fine tuning required per desired enantioselectivity and substrate scope in downstream catalytic processes.

    Downstream process integration

    • Coupled into ligand frameworks via amide or ester linkage chemistry; subsequent metal complexation requires careful pH and solvent control prior to purification and batchwise QC for catalytic activity verification.

    Final product types

    • Chiral phosphine and secondary amine ligand libraries
    • Transition metal complex catalysts for commercial pharmaceutical synthesis
    • Catalysis intermediates for agrochemical chiral molecule production

    5. Fine Chemical Intermediate Production for Chiral Building Blocks

    Producers of advanced intermediates for specialty fine chemicals and pharmaceutical contract manufacturing synthesize chiral D-amino acid intermediates using this Boc-protected compound to enable downstream production of N-methylated specialty molecules. Its high enantiopurity increases downstream yield and reduces racemization risks in multi-step syntheses of optically active compounds where final customers require comprehensive CoA, impurity profiling, and regulatory filing support for traceability.

    Industry compliance standards

    • GMP for pharmaceutical intermediates (ICH Q7)
    • ISO 9001:2015 for intermediate production and supply chains
    • REACH registration if supplied above threshold to EU-based chemical users
    • Ph. Eur. quality monograph specifications for amino acid derivatives

    Typical usage ratio

    • Usage between 2–12 mol% depending on intermediate structure, targeted downstream conversion steps, and enantiomeric purity requirements in the customer route.

    Downstream process integration

    • Implemented either by direct condensation with activated acid chlorides, or via chiral auxiliary attachment in solution-phase multi-step syntheses; intermediate QC focuses on enantiomeric excess and residual solvent specification prior to transfer to CMO partners.

    Final product types

    • Custom chiral D-amino acid intermediates for pharma sector
    • Enantiopure non-proteinogenic amino acid derivatives
    • Fine chemicals for custom synthesis projects and pilot studies
    Free Quote

    Competitive Boc-N-Methyl-D-Alanine prices that fit your budget—flexible terms and customized quotes for every order.

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    Certification & Compliance
    More Introduction

    Boc-N-Methyl-D-Alanine: Precision in Peptide Synthesis Starts with Reliable Materials

    Building Trust Through Chemistry: Our Perspective on Boc-N-Methyl-D-Alanine Production

    Manufacturing Boc-N-Methyl-D-Alanine over the years has reshaped our understanding of consistency and reliability in peptide building blocks. Every batch we produce reflects improvements learned from ongoing laboratory feedback and real site usage. We listen closely to what chemists and research labs face daily: sensitive reaction steps, unpredictable impurities, and scale-up headaches. The process taught us that flawless protection groups and chiral purity don’t just simplify assembly; they support new discoveries that depend on reproducibility.

    Boc-N-Methyl-D-Alanine, also known as tert-butoxycarbonyl-N-methyl-D-alanine, steps into lab routines as a dependable N-methylated amino acid. With the Boc group on the nitrogen, peptides built with this monomer resist unwanted side reactions, helping research teams avoid wasted material and puzzling chromatograms. The D-enantiomer opens up synthesis for custom peptide sequences, such as β-turn mimetics and modified peptides aimed at higher stability or altered biological activity.

    From Raw Materials to Rigorous Inspection: How We Approach Production

    Sourcing begins with optical-pure D-alanine. We track each incoming lot of raw D-alanine for specific rotation and residual solvent. After conversion to Boc-N-Methyl-D-Alanine, we batch-sample for enantiomeric excess using chiral HPLC. Each small loss in optical purity affects a customer's project downstream; we understand that disappointment travels faster than praise when results fall short. Purity by HPLC never slips below 98%—any deviation triggers a root-cause investigation, because even a trace amount of racemization can undermine biological research and downstream coupling yields.

    Solid phase synthesis success depends on how stubbornly the protecting group holds under mild basic or acidic conditions. In our facility, process chemists run stability tests on each Boc-protected derivative under parallel conditions to what buyers use. The sturdiest Boc groups help researchers avoid double couplings and reduce byproduct formation. Boc-N-Methyl-D-Alanine stands apart from Fmoc-protected analogues for its selective deprotection, supporting longer or branched peptide chain assembly with less risk of undesired cleavage.

    N-Methyl Substitution: Functional Impact Beyond the Bench

    One reason synthetic peptide scientists favor N-methylated D-alanine is its effect on peptide folding and protease resistance. When we scaled up production, our own applications team worked with pharmaceutical partners to test real-world limitations. During these collaborations, we saw firsthand how a subtle N-methyl substitution, introduced in a single amino acid, can block enzymatic cleavage sites, producing longer-acting peptide candidates. The D-configuration further restricts proteolytic attack and configures peptides to fit targets unreachable by unmodified L-isomers.

    Other producers sometimes meet volume requests by loosening controls around diastereomer purity or unreacted methylation byproducts. In our plant, every container marked for shipment undergoes a final spot-check for N-methylation completeness, with MS and NMR validation. This approach keeps contamination from underalkylated or overalkylated derivatives out of the supply chain, so researchers avoid unexplained MS peaks after synthesis. Mistakes at this step burden a research lab with weeks of troubleshooting—a situation no scientist welcomes.

    Understanding Differences: Boc-N-Methyl-D-Alanine versus Other Protected Amino Acids

    Chemists often ask why we recommend Boc-N-Methyl-D-Alanine in some applications instead of a conventional Fmoc-N-Methyl-D-Alanine or even unprotected N-methyl-D-alanine. Some protection groups are easier to remove but don’t offer the same balance of stability and selectivity. The Boc group endures mild bases and acids, then exits cleanly with a short treatment of TFA, limiting peptide chain scission—the headaches of partial deprotection rarely occur. Compared to Fmoc, Boc’s resilience to piperidine deters accidental loss during extended synthesis cycles, leading to clearer mass balances and fewer truncated byproducts.

    In contrast, unprotected N-methyl-D-alanine risks unwanted racemization or alkylation at neighboring sites, a lesson our team learned after failed coupling attempts in the plant's early days. Students and first-time users confronting chiral purity for the first time find Boc-N-Methyl-D-Alanine’s handling forgiving; no excess of coupling reagents or convoluted purification steps clog workflow. We keep up with modifications in protection group chemistry, but our experience supports Boc's continued relevance for difficult insertions and mixed chirality peptides.

    Practices That Set Reliable Manufacturers Apart

    Making a product that a graduate student or pharmaceutical company can both depend on takes more than a formula and quality guarantee. Traceability and transparency underpin our operation. Every shipment of Boc-N-Methyl-D-Alanine carries a full analytical dossier—NMR spectra, chiral HPLC traces, melting point, and water content by Karl Fischer titration—updated in response to customer requests and local regulatory expectations. We batch-release only after the production and quality groups sign off together, erasing the confusion that led to errors in our industry’s past.

    We welcome visits from buyer QC teams and encourage open feedback after each delivery. Issues raised in the field, such as an unexpected impurity signal or handling concern, go straight to process improvement meetings. Over the years, our team developed stabilizing packaging options for regions with high humidity, because peptide synthesis doesn’t forgive careless handling. Packaging reliability does not translate to higher cost on the invoice—we’ve learned protecting product integrity reduces both costs and headaches for everyone involved.

    Applications in Modern Peptide Drug Discovery

    Boc-N-Methyl-D-Alanine’s applications broadened as researchers moved beyond simple linear sequences to more complex scaffolds. N-methylated amino acids, with their unique backbone rigidity, improved early-stage SAR studies for peptidomimetics. These derivatives now support libraries targeting protein–protein interactions, oral bioavailability in small peptides, and improved resistance to metabolic breakdown. The D-stereochemistry brings further utility to therapeutic candidates for diabetes, oncology, and anti-microbial peptides, all fields that have benefitted from stabilized secondary structure designs.

    Pharmaceutical teams still value single-source supply for critical building blocks. Backorders or lot-to-lot variability disrupt clinical timelines. Our facility maintains a rolling stock of Boc-N-Methyl-D-Alanine, stored under nitrogen, with lot expiry tracked daily. In new product development, we produce custom kilo-lab batches to meet unique purity profiles or documentation requirements specific to regulatory filings or tech transfer to GMP sites. Allowing access to tailored specifications keeps up with the pace of innovation in peptide drug development.

    Environmental Factors and Safe Handling in Daily Operations

    Scaling up the synthesis of Boc-N-Methyl-D-Alanine challenged our team to minimize solvent waste and streamline post-reaction purification. Over time, we replaced some organic extraction steps with water washouts to reclaim solvents for in-house recycling. Waste reduction not only lowers cost but also ensures compliance with tightening regional regulations on VOC emissions. While these investments take time, they keep future generations of chemists working in safer, cleaner settings.

    Safe handling starts with operator training. All production staff work with glove-protected enclosed reactors. Boc-protected intermediates generate minimal dust, but our in-line filtration and venting systems reduce accidental airborne exposure to practically zero. Yearly hazard reviews in the facility focus on potential cross-contamination with similar-looking amino acid derivatives, an issue that once tripped up inexperienced teams. Consistent cleaning and batch records ensure one product never contaminates another—a promise that prevents mishaps seen elsewhere in the industry.

    Continuing Improvement Based on Real Feedback

    Experience shows that even established processes evolve in response to customer and internal lab demands. Years ago, an international group flagged minor retention time shifts in their HPLC runs using our Boc-N-Methyl-D-Alanine. Initial investigation pointed to micro-batch changes in solvent quality. After troubleshooting with them, we adjusted our recrystallization protocol and now monitor incoming reagents with tighter spec sheets. No corrective action substitutes for transparent collaboration, and data-sharing builds trust across the supply chain.

    Most improvements in our product flowed from open conversations. Some customers need ultra-low water activity for automated synthesizers; others want packaging optimized for glovebox operations or in-process monitoring. We respond by batch-sealing in foil or under inert gas on request. Our logistics team tracks how many single-use vials or bulk drums reach each region to make supply matching simple. Responsive, custom solutions keep science moving forward without delays caused by sourcing bottlenecks.

    Global Trends That Influence Manufacturing Decisions

    Peptide-based therapeutics advanced quickly. Trends toward long-acting injectables, cell-penetrating peptide tools, and highly branched dendrimers all benefit from the stability and backbone substitution Boc-N-Methyl-D-Alanine provides. Maintaining competitive lead times despite global supply chain shocks means holding stock in multiple geographies and forging links with trusted logistics partners. We never leave restocking decisions to algorithms alone—personal relationships and risk assessment play a larger role each year as suppliers shift in a changing world.

    Peer-reviewed literature and conference feedback regularly point to new potential modifications: different amino acid derivatives, mixed chirality motifs, or alternative protection group strategies. We don’t rush to chase every new trend unless test data supports performance at bench and kilo scale. Trust grows thicker with each successful delivery of high-purity Boc-N-Methyl-D-Alanine; losing that trust after a single failed lot is not an option. Our choices in raw material procurement, batch documentation, and third-party validation all stem from that reality.

    Supporting Academia and Industry Alike

    Academic peptide labs, start-ups, and established pharmaceutical sites each approach us with unique questions and concerns about Boc-N-Methyl-D-Alanine. Early-career chemists experiment with modifications to classic peptide synthesis routes, while mature teams require uninterrupted access to high-quality material for clinical candidates. Our technical team fields questions about solvent compatibility, coupling efficiency, and scale-up results. Sharing protocols and lessons learned from years of batch processing shortens the path from first run to robust production.

    Direct lines of communication with end users let us support troubleshooting. If a student in a university faces unexpected results during solid-phase synthesis, our chemists dig into their method—reagent choice, timing, loading, and even handling of Boc-N-Methyl-D-Alanine—to spot the breakdown. Successful projects engender trust, and word-of-mouth in research drives more lasting relationships than any marketing campaign ever could.

    Future Directions and Continued Investment

    We reinvest profits into process control, safety, and analytical capacity. Adopting new in-line monitoring for optical purity and water content lets us guarantee only the best material goes forward. Expanded R&D looks at variations on Boc-N-Methyl-D-Alanine: different side chain substitutions, chain extensions, or changes in protection group compatibility. Many improvements follow growing demands for biocompatible reagents, green chemistry compliance, or single-use dosing for high-throughput screening labs.

    Shifting regulatory requirements in different countries pressed us to expand documentation and lot traceability. Each shipment carries certificates of analysis that trace every raw material, operator, and lot record. Without this discipline, trust erodes quickly. That trust took years to build, and every product improvement rests on honest, open feedback from our community of chemists and researchers.

    Commitment to the Scientific Community

    Over the years, reliable supply of Boc-N-Methyl-D-Alanine helped countless teams scale up from discovery to late-stage candidate development. Our choices in materials, batch release, operator safety, and support mean that research projects progress instead of stalling on supply chain hiccups or inconsistencies. Working side-by-side with chemists, we anticipate needs and resolve setbacks before they hit crucial milestones. We improve with each batch, never losing sight of the simple truth: chemists build tomorrow’s medicines with today’s raw materials, and their results rely on the quality of what we deliver.