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(S)-N-Boc-Propargylglycine

    • Product Name (S)-N-Boc-Propargylglycine
    • Alias (S)-2-(((tert-Butoxycarbonyl)amino)methyl)-4-ynoic acid
    • Einecs 821-610-5
    • 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

    580665

    Product Name (S)-N-Boc-Propargylglycine
    Cas Number 120250-12-6
    Molecular Formula C10H15NO4
    Molecular Weight 213.23 g/mol
    Appearance White to off-white solid
    Purity Typically ≥ 98%
    Melting Point 92-96 °C
    Specific Rotation [α]D20 -47° to -53° (c=1, MeOH)
    Storage Temperature 2-8 °C (refrigerated)
    Solubility Soluble in DMSO, methanol, and ethanol
    Smiles CC(C)(C)OC(=O)N[C@@H](CC#C)C(=O)O
    Synonyms (S)-2-(N-Boc-amino)-4-pentynoic acid
    Protecting Group Boc (tert-butoxycarbonyl)
    Chirality S configuration

    As an accredited (S)-N-Boc-Propargylglycine factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing (S)-N-Boc-Propargylglycine is packaged in a 1-gram amber glass bottle with a secure cap, labeled with product and safety information.
    Shipping (S)-N-Boc-Propargylglycine is shipped in a tightly sealed container to prevent moisture or contamination. During transit, it is protected from extreme temperatures and direct sunlight. Standard shipping methods are used, complying with all local and international regulations for handling organic chemicals. Safety data is included in the shipment.
    Storage (S)-N-Boc-Propargylglycine should be stored in a cool, dry, and well-ventilated area, away from direct sunlight and incompatible substances such as strong oxidizing agents. It is best kept tightly sealed in its original container under inert atmosphere (nitrogen or argon) if possible, and at a temperature of 2–8°C (refrigerator). Prevent moisture exposure to maintain product stability and integrity.
    Application of (S)-N-Boc-Propargylglycine

    Applications of (S)-N-Boc-Propargylglycine in Industrial Manufacturing

    As an established manufacturer specializing in amino acid derivatives, we supply (S)-N-Boc-Propargylglycine to global industrial clients engaged in high-value synthetic pathways. The following sections detail key commercial applications in downstream fields where this protected propargylglycine derivative offers reliable reactivity, asymmetric synthesis utility, and compatibility with regulated production environments.

    1. Peptide Drug Intermediates for Active Pharmaceutical Ingredient (API) Synthesis

    Pharmaceutical producers incorporate this protected propargylglycine into peptide synthesis steps, especially for the development of peptidomimetics and site-specific modification of bioactive peptides. The Boc protection ensures precise control during solid phase peptide assembly, minimizing epimerization and preserving chiral integrity. Manufacturers use this material for building non-natural amino acid chains essential in next-generation small molecule and peptide-based APIs, particularly where downstream click chemistry or alkyne functionality is required for conjugation or extension.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice for Active Pharmaceutical Ingredients
    • USP General Chapters for Residual Solvents and Impurities
    • 21 CFR Parts 210/211 for Finished Pharmaceuticals
    • EDQM CEP requirements for peptide drug substances

    Typical usage ratio

    • Content in resin-bound peptide chains: 2–9% (w/w) of total solid support, adjusted per target sequence length and modification density
    • Solution peptide assembly: 1–4 equivalents per relevant elongation cycle

    Downstream process integration

    • Loaded directly onto peptide synthesizer platforms after Boc group validation and solvent exchange
    • Employs sequential deprotection and coupling cycles under controlled pH and solvent conditions
    • Participates in copper-catalyzed azide-alkyne cycloaddition post-chain assembly for targeted modification

    Final product types

    • Peptide APIs with terminal alkyne moieties
    • Antitumor oligopeptides with modified side chains
    • Diagnostics probes requiring alkyne handles
    • Prodrug intermediates for linker attachment

    2. Synthesis of Chemical Probes in Biomedical Research

    Biotechnology companies and contract research organizations utilize this chiral building block to introduce site-specific alkyne groups during probe design for cellular imaging, biomolecule labeling, or click-based detection assays. Its protection profile suits standard deprotection protocols without byproduct contamination, facilitating reproducible linker and reporter conjugation projects. Laboratories choose this derivative when planning custom probes that demand selectivity and a low background in cellular systems or biochemical assay conditions.

    Industry compliance standards

    • ISO 13485 quality management for biomedical reagents (if probe destined for diagnostic use)
    • REACH registration for R&D supply in Europe
    • NIH and FDA GLP guidelines for analytical tool compounds
    • OECD Good Laboratory Practice (GLP) for safety characterization

    Typical usage ratio

    • Typically 1 mole equivalent per labeling position in oligo- or polypeptide backbone
    • Bulk application batches: 0.5–3% (w/w) relative to the target probe molecule

    Downstream process integration

    • Coupled in early-stage probe scaffolding, followed by deprotection and azide-based modification
    • Participates in combinatorial library construction via automated split-and-mix solid phase synthesis
    • Process includes rigorous HPLC and MS monitoring for purity and label placement

    Final product types

    • Clickable bioconjugation probes
    • Fluorescence-labeled peptides for imaging
    • Chemical crosslinkers
    • Affinity capture reagents incorporating alkyne handles

    3. Custom Amino Acid Derivatives for Specialty Fine Chemicals

    Specialty chemical companies source protected propargylglycine as a precursor to advanced amino acid analogues for polymer modification, dendrimer core construction, or as a substrate in chemo-enzymatic synthesis. This compound allows for iterative reactions with precise blocking group strategies and supports integration into scalable processes where downstream function depends on preserved chirality and alkyne accessibility. Production lines focusing on functionalized monomers or advanced research chemicals benefit from its ready-to-use, purification-friendly format.

    Industry compliance standards

    • ISO 9001:2015 certified quality management systems for batch traceability
    • REACH Annex VII registration for manufacturing and import above 1 ton/year
    • Specific customer product or national chemical inventory listing (e.g., TSCA, EINECS)
    • Internal QC specifications for impurity profile and enantiomeric excess

    Typical usage ratio

    • In dendrimer synthesis: 5–15% (mol/mol) in core formation or periphery modification steps
    • Custom monomer batches: 1–8% (w/w) relative to total reaction mass

    Downstream process integration

    • Participates in microwave-assisted coupling or direct esterification with tailored blocking group strategies
    • Resin-free solution phase synthesis under inert atmosphere for large-scale production
    • Automated purification and crystallization cycles to remove Boc byproducts before next transformation

    Final product types

    • Functional dendritic polymers
    • Protected amino acid building blocks for further derivatization
    • Non-natural monomer precursors for polymer R&D
    • Chiral auxiliaries and catalysts

    4. API Linker Construction for Antibody-Drug Conjugates (ADC)

    (S)-N-Boc-Propargylglycine serves as a key intermediate in the synthesis of ADC linker-payloads, where a terminal alkyne provides a unique site for click chemistry attachment to cytotoxic molecules or crosslinkers. This application requires high chemical purity and well-controlled stereochemistry throughout multi-step linker synthesis. The Boc group allows staged deprotection synchronized with other protecting strategies for amino-modified payloads. Manufacturers use this material for construction of stable, bioorthogonal spacers in late-stage ADC process development.

    Industry compliance standards

    • ICH Q11 for API manufacturing process development
    • GMP production for clinical and commercial ADCs (as per FDA, EMA)
    • USP/EP specifications for linkers and excipients where applicable
    • Cytotoxic compound segregation protocols in GMP sites

    Typical usage ratio

    • Typically 0.2–1.5% (w/w) of total ADC linker-payload batch size, determined by conjugation density and payload type
    • Higher loadings in exploratory scale to fine-tune click site placement

    Downstream process integration

    • Inserted at the synthetic step just prior to payload linkage for controlled orthogonality
    • Boc deprotection under mild acid prior to terminal conjugation
    • Followed by copper-catalyzed click reaction to attach cytotoxins or fluorescent tags

    Final product types

    • Next-generation antibody-drug conjugate linkers
    • Site-specific payload scaffolds with alkyne functional groups
    • Non-cleavable and cleavable linker assemblies
    • Platform linker intermediates for clinical ADC pipelines

    5. Precursor for Chemical Ligation in Diagnostic Reagent Production

    Manufacturers of diagnostic kits integrate (S)-N-Boc-Propargylglycine for the modular assembly of labeled reagents. Its stable Boc protection withstands storage and transport, and the alkyne group enables copper-catalyzed azide-alkyne cycloaddition with fluorescent or affinity tags. This provides streamlined access to reporter-modified oligopeptides or surface-bound biosensors. The material supports both batch and continuous flow production of reagents, ensuring reproducibility and traceable performance for clinical and research diagnostic applications.

    Industry compliance standards

    • ISO 13485 medical device quality management for diagnostic components
    • FDA 21 CFR Part 820 (QSR) for IVDs where applicable
    • RoHS/REACH for non-hazardous chemical components
    • Lot-to-lot validation per customer quality protocols

    Typical usage ratio

    • 0.6–2% (w/w) of reagent precursor formulation, depending on labeling density
    • Up to 5% by weight for high-density microarray production

    Downstream process integration

    • Introduced in early peptide backbone assembly as protected alkyne source
    • Boc deprotection conducted prior to solid support immobilization or fluorochrome addition
    • Purification by preparative HPLC following conjugation

    Final product types

    • Fluorescent peptide-based diagnostics
    • Surface-bound biosensors with clickable moieties
    • Oligopeptide microarrays for multiplexed assays
    • Reagent-grade labeling substrates for ELISA and western blot kits
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    Certification & Compliance
    More Introduction

    (S)-N-Boc-Propargylglycine: Thoughtful Design for Precise Chemistry

    From Concept to Consistency on the Shop Floor

    Chemists searching for reliable building blocks understand the constant challenge of keeping each step under control. Our (S)-N-Boc-Propargylglycine, model number LT-5861, shows what happens when a process-oriented manufacturer pursues both scalability and strict quality at every batch scale. Our production lines do not rely on generic third-party stocks or modifications downstream—we set up our own distillation and purification methods after persistent troubleshooting at pilot and plant scale. The protocols grew out of repeated feedback from our own labs, where samples behaved beautifully in initial runs but sometimes buckled under the scrutiny of kilo-scale demand. Current batches consistently reach a minimum purity of 99.5% (chiral HPLC), and spectral data are tightly documented. By refusing to cut steps or blend off-spec lots, we meet customers in the pharma and peptide synthesis sectors who often build entire workflows around one bottle.

    This amino acid derivative, with its signature tert-butoxycarbonyl (Boc) protective group and a propargyl chain linked to the alpha carbon, unlocks options for peptide chemists seeking stable, stereodefined starting material. The distinct triple-bond on the side arm provides a click chemistry handle, while the Boc group maintains backbone reactivity. In the context of modern bioactive peptide assembly, our (S)-N-Boc-Propargylglycine offers a direct entry point for on-resin modifications or late-stage conjugations. Peptides that require labels or small-molecule handles depend on residue sites that won’t racemize or set off unwanted reactions—our own QC teams experienced false starts with non-crystallized suppliers who left chiral purity to chance, complicating both deprotection and coupling steps later.

    Meeting Real-World Synthesis Demands—Batch, Reliability, and Clean Reactions

    Large-capacity reactors give us more than ton-scale output. They also let our teams trace each input lot against full impurity profiling. We spent years improving this protocol after batch failures—trace water or unknown byproducts killed efficiency in solid-phase assembly, causing expensive restarts. Our approach now uses inline spectroscopic tracking right as propargylation takes place. This cuts down false positives for purity, ensuring that by the time the Boc-protected product reaches final filtration, all side reactions fall below 0.2% total content by NMR and LC-MS. Plant managers and R&D directors have come back to us remarking on improved coupling yields in both standard solution-phase and Fmoc-based solid-phase systems. The overall increase in peptide purity stems from our focus at the feedstock level, not trickery with late-stage patchwork.

    Chemical manufacturers, unlike resellers, constantly field technical queries from users coping with variable lots and inconsistent supply lines. Direct feedback from our customers shaped tighter cutoff points for heavy metal residuals and for batch-specific documentation. We found early on that peptide labs don't want to chase after invisible failure modes. So, our team burns through internal validation—sometimes to the discomfort of the accounting department—before any bottle finds its way on a customer’s bench.

    (S)-N-Boc-Propargylglycine’s Role Beyond Routine Synthesis

    Some customers bring us challenges we didn’t foresee even after years of producing this amino acid. In the past two years, more research outfits began employing (S)-N-Boc-Propargylglycine as a foundation for stapled peptide development and targeted drug conjugates. The propargyl group’s compatibility with CuAAC (click) chemistry opens routes not only for simple tagging but for covalently linking peptides to drug carriers, biotin, or fluorophores under very mild conditions. We watched several programs use our product in conjugation with azide-containing probes to streamline antibody–drug conjugate (ADC) analogs, allowing them to move from milligram testing to multi-gram preclinical batches without swapping suppliers or revising coupling steps. Raw chiral purity and uncontaminated cleavage profiles became the differentiator—trapped impurities and racemates cost millions when scaling up.

    Apart from the peptidic world, our technical operations team saw (S)-N-Boc-Propargylglycine featured in metabolic pathway tracers and as a source for chiral pool transformations in medicinal chemistry. The rigid triple-bond survives even under harsh hydrogenation, so the derived intermediates serve as branching points. Poorly made analogs run afoul of downstream catalysts or leave ghost peaks—these headaches prompted us to design our workflow around clean conversion, not theoretical yields.

    What Sets Our Approach Apart From Other Producers

    Operating as the actual producer, not a packaging or relabeling station, we own the realities of quality drift, waste minimization, and process transparency. Batch-to-batch consistency matters not just for regulatory filings, but for our own troubleshooting. Analytical teams in our facility access in-line and offline monitoring, building datasets that balance purity, moisture, and particle size when needed. While commodity-grade alternatives can tempt traders with their price tags, those sources inevitably deliver uncatalogued byproducts—especially acetylenic side reactions or Boc hydrolysis products. We faced internal temptation early on to loosen acceptance standards, particularly under raw material crunches, but held the line after tracking costly do-overs on the customer end.

    Some firms blend smaller lots to fill orders, occasionally mixing in fractions derived by unknown routes. We do not run blending lines for core building block amino acids; by keeping each lot tied to its batch record and reactivity profile, we reduce mystery variables for teams downstream. Our QC teams supply chromatographic and spectrometric data that satisfy both European and American pharmaceutical documentation requirements. Any product recall or deviation would force us to retrace internal steps, so transparency remains both a technical and a business shield.

    Specification: Details That Answer Process Chemists’ Real Questions

    Our standard (S)-N-Boc-Propargylglycine comes in fine crystalline powder, with drying handled under vacuum and never exceeding 1% moisture at filling. Most lots register loss on drying closer to 0.2%, and we log this at packing. Melting point hovers reliably between 74 and 78°C. Chiral purity (enantiomeric excess) measures above 99 % by both HPLC and SFC, with racemate undetected under our typical methods. Contaminant profiles matter—our documentation addresses the absence of heavy metals (lead, cadmium, mercury, and arsenic below 0.2 ppm combined), as well as halogen and silane impurities, which pop up in some outsourced preparations and spark catalyst failure in sensitive steps.

    Our product doesn’t just follow ICH and USP recommendations—it builds in redundancy. We triple-check each lot with dual orthogonal chiral analyses, using both derivatization and direct UV detection. No bulk lots are held past six months without reanalysis, and our documentation, much to our regulatory team’s chagrin, sinks time and cost into confirming lot stability beyond standard COA windows. Stability in various solvents, particularly dimethylformamide, dichloromethane, and acetonitrile, is reported as a function of both time and exposure to basic/acidic deblocking agents. Chemists regularly ask whether they can keep stock solutions ready for longer than a single week; our experience suggests that Boc and triple-bond integrity live up to three months refrigerated, but our own synthetic teams still recommend fresh solution preparation for final steps.

    How We Differ From Low-Purity or Mixed-Route Suppliers

    Time in the manufacturing game teaches that not every “99%” is created equal. Downstream deprotection and coupling failures usually trace back to invisible impurities—stuff that eludes simple thin-layer chromatography. We chased issues in the past year involving non-volatile side products sneaking through during distillation. Once, a client at a peptide start-up flagged a sudden drop in Fmoc coupling yields by nearly 30%. After troubleshooting, we pinpointed sub-batch contamination that never showed up on a regular TLC or basic HPLC. The experience led us to overhaul part of our process, investing in high-sensitivity LC-MS routines—not just sporadic runs, but every lot. This focus makes our product more expensive, but the reduction in catastrophic batch losses at the client bench more than justifies this.

    While some B2B traders work from externally sourced kilo-lots, blending or fractionating to stretch stock, we have the fortitude to reject off-grade batches outright. We have destroyed pallets instead of shipping suspect lots—an action that pains logistics but serves user needs better than post-facto apologies. End-users trust that a new bottle matches the old not just by specs on a COA but through lived experience in lab performance.

    Application Stories—Where (S)-N-Boc-Propargylglycine Streamlines Synthesis

    Dozens of academic and pharmaceutical partners built gram-to-kilo workflows on the backbone of our (S)-N-Boc-Propargylglycine. Composite peptide ligations, non-native cyclizations, and bioconjugations all tap the propargyl handle—simplifying late-stage tagging. A pharmaceutical chemist working on a neuropeptide project pushed the material through three coupling/deprotection cycles without a single stalling impurity. The direct impact: improved HPLC purity in the crude product and a shorter prep time for final API validation. Another example, seen at a contract research organization, involved solid-phase glycopeptide assembly, where the clean Boc group prevented acid scrambling during global deprotection, saving the client days per batch.

    A trend in mRNA–protein fusion studies even leverages our product for click-based conjugation to oligonucleotides, with the double assurance that both the backbone and the side chain run pure without risk to downstream labeling. Bioorthogonal strategies, tool compound development, and the burgeoning field of stapled peptide design all benefit from consistent, high-purity amino acid derivatives. Our engineers remain in close touch with these projects—not just to sell, but to harvest the hard-won experience and feed it back into tight process windows.

    Continuous Improvement—Learning From Every Batch and Every User

    A manufacturer never really “arrives.” Every month yields new reality checks from plant trial failures, unexpected solvent carry-through, or customer queries about obscure compatibility issues. We stay rooted in our technical backbone, chasing down every atypical NMR or mass spectrometry peak. Early on, a series of spotty side-products led us to convert from single-step to two-stage purification, even as it doubled process time. Logistics teams clawed at the cost, but the post-change product finally delivered uniform residues for high-value peptide clients. Weekly review sessions compare data across shifts, logging deviations to spot trends before they reach customers.

    Environmental impact sits close to our core as well. By controlling solvent recovery and enforcing closed-loop filtration, we limit both emissions and batch contamination risk. Our waste processors take account of every filtrate or reaction mother liquor to ensure trace metals and acetylenic byproducts stay out of both final products and the local water supply. Our adoption of eco-tunable protective groups came out of one too many waste management headaches with legacy reagents. Each process gains from recorded lessons—whether it’s switching up filtration media or redesigning glassware to cut back solvent residue. These operational improvements feed back into the consistency and safety of each delivered lot.

    Why External Validation and User Engagement Matter

    User feedback shapes our routines more than any internal SOP. Not every raw data point aligns with customer lab conditions—so we post full analytical data, linking batch code to every run. This lets process chemists see that their own results sync up with what the COA predicts. Once, a user’s side-reaction during palladium-catalyzed coupling triggered a collaborative investigation that led us to shift a subtle quench step up our process. This type of two-way learning cannot come from market traders or distributors relying on vague analytics. Chemistry remains a human field, blending patience, rigor, and the humility to tweak routines when necessary.

    Our openness to scrutiny builds better suppliers, and the end result is a product that backs up claims not by empty marketing, but by real-world lab and plant data. Some partners subject our product to independent stability testing, and we encourage it—failures trigger immediate change, and wins confirm our approach. We know that in pharma and advanced materials, risk tolerance hovers near zero, making reliability and transparency indispensable.

    Making Informed Choices—How to Compare Products for Critical Synthesis

    From the manufacturing side, we urge chemists to grill suppliers over every step—ask for batch-specific impurity data, orthogonal chiral analysis, and documented process controls. Peptide work, bioconjugate assembly, and medicinal chemistry all ride on tiny differences in amino acid derivative quality. Look beyond generic “high purity” marks to traceable records, actual chromatograms, and attack points from failure analysis. Our lot numbers tie back to production records going back years, with enough detail for users to trace the pedigree of every synthesis.

    End users benefit most from an engaged, experienced producer who accepts accountability every step of the way. Our history with (S)-N-Boc-Propargylglycine reflects continuous learning, unflinching honesty in documentation, and a real commitment to tailored improvement. Whether you're a veteran peptide chemist devising bespoke routes, or an R&D manager vetting suppliers for scale-up, know that our approach originated not just from technical manuals, but from decades of lived challenges faced on the plant floor and in the lab.