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(S)-N-Boc-(4-Pyridyl)Alanine

    • Product Name (S)-N-Boc-(4-Pyridyl)Alanine
    • Alias Boc-D-Pal-OH
    • Einecs 872-617-6
    • 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

    833497

    Product Name (S)-N-Boc-(4-Pyridyl)Alanine
    Cas Number 151271-09-9
    Molecular Formula C13H16N2O4
    Molecular Weight 264.28
    Appearance White to off-white solid
    Optical Activity [α]20/D +13° (c=1, MeOH)
    Smiles CC(C(=O)O)N[C@@H](Cc1ccncc1)C(=O)OC(C)(C)C
    Melting Point 91-94 °C
    Solubility Soluble in DMSO, DMF; slightly soluble in water
    Storage Conditions Store at 2-8°C, protected from light and moisture

    As an accredited (S)-N-Boc-(4-Pyridyl)Alanine factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing The 1g (S)-N-Boc-(4-Pyridyl)Alanine comes in a sealed amber glass vial with a white label displaying product details and safety symbols.
    Shipping This item, (S)-N-Boc-(4-Pyridyl)Alanine, will be shipped in secure, chemical-resistant packaging compliant with safety regulations. The product is handled with care to maintain purity and integrity, accompanied by necessary documentation. Shipment is only available to licensed institutions, with tracking provided, and typically dispatches within 2–5 business days.
    Storage (S)-N-Boc-(4-Pyridyl)Alanine should be stored in a tightly sealed container, protected from light, moisture, and incompatible substances. Keep at room temperature (15-25°C) in a dry, well-ventilated area. Avoid exposure to strong acids, bases, and oxidizing agents. Ensure the container is clearly labeled and store the compound according to appropriate safety and chemical storage guidelines.
    Application of (S)-N-Boc-(4-Pyridyl)Alanine

    Applications of (S)-N-Boc-(4-Pyridyl)Alanine in Industrial Manufacturing

    As a specialized manufacturer of (S)-N-Boc-(4-Pyridyl)Alanine, we supply this chiral intermediate for high-precision applications in the pharmaceutical, peptide synthesis, and biochemical research sectors. The following industrial scenarios represent established downstream fields where our material directly supports advanced manufacturing processes and strict regulatory compliance.

    1. Active Pharmaceutical Ingredient (API) Synthesis for Anticancer Drugs

    Pharmaceutical companies incorporate (S)-N-Boc-(4-Pyridyl)Alanine during the asymmetric synthesis of chiral building blocks for targeted anticancer APIs, including certain heterocyclic compounds and kinase inhibitors. It enters formulations requiring strict stereocontrol and protection during multi-step processes, allowing downstream manufacturers to achieve high purity and batch consistency that align with stringent drug regulatory demands.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice (GMP) for Active Pharmaceutical Ingredients
    • US FDA 21 CFR Part 210/211 regulations
    • European Pharmacopoeia (Ph. Eur.) monograph requirements for advanced intermediates
    • ICH Q3A/B Impurity Guidelines for APIs

    Typical usage ratio

    • Used at 0.5–2.5 molar equivalents relative to target intermediate; ratio adjusted based on desired yield and enantiomeric excess requirements

    Downstream process integration

    • Introduced during early or late-stage chiral coupling steps for anti-tumor compound assembly
    • Enters amidation, alkylation, or cyclization reactions under controlled conditions to preserve stereochemistry

    Final product types

    • Chiral precursors for kinase inhibitors
    • Imidazo[1,2-a]pyridine series anticancer drugs
    • Pharmaceutical-grade heterocyclic intermediates for further processing

    2. Peptide Drug Synthesis for Clinical Biologics

    Manufacturers of therapeutic peptides use (S)-N-Boc-(4-Pyridyl)Alanine as a protected amino acid analog during solid-phase peptide synthesis (SPPS), helping to introduce specific side chain functionalities critical for bioactivity and target specificity. Its use supports the formation of modified oligopeptides intended for allergy or immunomodulatory applications, where backbone integrity and residue orientation must comply with international guidelines.

    Industry compliance standards

    • ICH Q11 Development and Manufacture of Drug Substances
    • US Pharmacopeia (USP) Peptide Reference Standards
    • European Medicines Agency GMP for Biologics
    • ISO 9001:2015 Quality Management Standards

    Typical usage ratio

    • Incorporated at 1 equivalent per target residue; overall content in peptide chain ranges from 1% to 10% depending on sequence design and therapeutic purpose

    Downstream process integration

    • Loaded onto resin as an Fmoc-compatible secondary amino acid during SPPS cycles
    • Deblocked via acidolysis for post-synthetic derivatization or cyclization

    Final product types

    • Modified linear peptides for injectable drugs
    • Cyclic or stapled peptide therapeutics targeting protein–protein interactions
    • Research-grade peptide fragments for diagnostic reagents

    3. Chiral Auxiliary in Fine Chemical Synthesis for Agrochemical Research

    Agrochemical R&D facilities employ (S)-N-Boc-(4-Pyridyl)Alanine as a resolutive auxiliary when synthesizing stereospecific analogs of bioactive molecules. It enables precise introduction of chirality in intermediates that require high geometric control to produce active enantiomers for lead candidate development, meeting analytical and environmental traceability requirements.

    Industry compliance standards

    • OECD Good Laboratory Practice (GLP) for agrochemical R&D
    • SANCO/3029/99 Guidelines for Analytical Methods Validation
    • ISO 17025 Laboratory Accreditation
    • REACH Regulation (EC 1907/2006) Substances Registration

    Typical usage ratio

    • Varies between 1 and 3 equivalents relative to substrate for asymmetric transformation; ratio modified for pilot vs. scale-up based on optical purity needs

    Downstream process integration

    • Employed during the synthesis of chiral intermediates by esterification, amidation, or enolate reactions
    • Removed or transformed by selective deprotection prior to formulation studies

    Final product types

    • Enantiopure intermediates for new herbicide or pesticide candidates
    • Active analogs for structure–activity relationship (SAR) analysis in agrochemical pipelines

    4. Building Block for Advanced Material Science Research

    Leading material science laboratories integrate (S)-N-Boc-(4-Pyridyl)Alanine into the synthesis of custom monomers and oligomers destined for functionalized polymers and surface coatings. The pyridyl-bearing side chain imparts controlled electronic and chelation properties, supporting the development of next-generation sensor substrates and biocompatible films.

    Industry compliance standards

    • ISO 10993 Biocompatibility Evaluation for Materials
    • REACH (EC) 1907/2006 annex for new chemical substances
    • DIN EN ISO 178 Polymer Testing Protocols
    • ASTM E595 Volatile Content Test Methods for Polymers

    Typical usage ratio

    • Typically introduced at 0.2–5% by weight in copolymer formulations; exact percentage tailored to targeted surface functionality or mechanical strength requirements

    Downstream process integration

    • Participates in pre-polymerization modification reactions via free radical or condensation methods
    • Post-synthetically deprotected to expose functional moieties for cross-linking or grafting

    Final product types

    • Conductive polymer films for biosensor devices
    • Customizable hydrogel coatings
    • Functionalized microarray substrates for analytical chemistry tools
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    Certification & Compliance
    More Introduction

    (S)-N-Boc-(4-Pyridyl)Alanine: Insights from the Manufacturer's Perspective

    What Drives Our Focus on (S)-N-Boc-(4-Pyridyl)Alanine

    From the decades we’ve invested in the fine chemical sector, a few molecules stand out for their reliability and versatility in research and industry. Among these, (S)-N-Boc-(4-Pyridyl)Alanine commands real attention from process chemists and medicinal chemistry groups alike. In our production facilities, each batch receives the same thoughtful care usually reserved for only the most sensitive compounds. This commitment springs not only from growing market demand but from observing countless custom projects where uptake of this particular building block led to better routes or unique molecular architectures.

    Over the years, the needs of synthetic chemists have shifted. While once we saw broad requests for chiral amino acids by the kilo, more recent demand homes in on very defined, functionally rich units. The pyridyl group, especially at the 4- position, offers a rare mix of basicity, aromaticity, and vector direction—a feature combinatorial and structure-based designers continually highlight in discussions with our technical support teams. By protecting the amine with a tert-butoxycarbonyl (Boc) group, we give users control over downstream deprotection conditions, supporting cleaner transformations and fewer purification headaches. The (S)-configuration arises from well-honed asymmetric synthesis lines, employing both resolution and modern chiral catalysis where feasible.

    Why Model and Purity Matter

    As a manufacturer, trusting in analytical numbers matters less than what those numbers signal about real-world performance. In repeated lab studies and multi-kilo campaigns, the HPLC purity consistently surpasses 98%, often hitting the mid-99% territory soon after implementation of continuous improvement on the succinimide coupling stage. Inventory routinely ships at a single, well-characterized polymorph—crucial for consistent solubility, downstream reactivity, and packing density.

    While off-the-shelf resellers might list “similar” specs, subtle changes in hydration state or residual solvent types can disrupt larger projects. Our team observes and records everything from the onset of melting to the rate of Boc removal under mild acid. If the powder clumps or cakes, the testing stops, root causes are tracked, and the process is addressed long before product is packed and released. Batch-to-batch authentication allows downstream labs to scale reactions predictably without tweaking conditions for every lot, an aspect we consider indispensable in pharmaceutical and biotech settings.

    Application Highlights: What Our Partners Build

    (S)-N-Boc-(4-Pyridyl)Alanine circulates mainly among researchers screening libraries for kinase inhibitors, protease substrates, protein-protein interaction disruptors, and stapled peptides. The pyridyl unit often serves as a hydrogen bond acceptor or a pi-stacking anchor, offering synthetic chemists a convenient handle for late-stage modification, especially Suzuki or Sonogashira coupling. Backbone rigidity improves with the alpha substitution, and stereochemistry maintains biological relevance across a host of enzymatic settings.

    End-users frequently share feedback on the ease of Boc removal and the stability of the resulting free amine, which persists without rapid oxidation or epimerization, thanks to tight control across our synthesis and drying steps. In peptide elongation, both solution-phase and solid-phase approaches benefit from low racemization rates, a direct consequence of anhydrous procedures and absence of metal catalyst contaminants, which we enforce through regular audits and certifications of all raw materials and in-process controls.

    Outside medicinal chemistry, folks in materials science have integrated (S)-N-Boc-(4-Pyridyl)Alanine into frameworks for molecular recognition, sensors, and new catalytic motifs. Its nitrogen lone pairs can act as a pivot for coordination chemistry, extending possible application far beyond standard small molecule drug campaigns. Our technical teams keep pace with emerging uses, running stability and compatibility tests with new solvents, resins, and microwave conditions as required by our closest partners.

    Distinctive Traits: Setting Ours Apart

    Discussing differences always circles back to consistency. We manufacture (S)-N-Boc-(4-Pyridyl)Alanine at a dedicated line, utilizing high-vacuum, low-moisture environments and closed-system filtration that shields product from the ambient environment. Years of R&D led to a process that clamps down on racemization and controls the Boc deprotection potential with careful pH monitoring—no open-flask chemistry, no quick-and-dirty workups. Every kilogram emerges directly into nitrogen-sealed, anti-static drums that simplify downstream handling, especially for partners managing inert atmosphere protocols or automated dispensing setups.

    Specification creep—minor shifts in melting point, trace impurities, or changes in particle size distribution—can crush downstream suitability. Competitors sometimes chase cost savings by rotating solvent systems or source material grades. Our process, once locked, sticks. We inform clients if any change looms, even for inert packaging components, and run parallel batches during process tweaks so nobody faces surprises. We interpret “batch record” not as compliance paperwork but as a real-time diagnostic of whether the equipment, people, and materials mesh properly.

    Contamination with related amino acids or regioisomers poses a lingering risk in small custom jobs. Fast turnaround often opens the door to shortcuts—mixing product streams or pushing crystallizations too early. With ours, extended cooling and iterative filtration stack the deck in favor of uncontaminated product. Third-party labs regularly assay chiral purity, confirming more than 99% enantiomeric excess. We scrutinize spectra for downtrace signals that betray incomplete transformation, never relying only on peak area or vendor guarantees.

    How We Approach Specification Challenges

    Challenges generally arise not from deliberate neglect but from the push-pull between cost and time faced by smaller manufacturers. Sourcing specialty starting materials such as 4-bromopyridine often brings unfamiliar risks with trace halides, moisture content, or byproduct drift. Our procurement teams break each lot into sub-batches for micro-scale testing before approving for scale-up, absorbing higher front-end scrutiny to avoid rear-guard firefighting later.

    Reproducibility also depends on drying—an overlooked but critical detail. Over-dried (S)-N-Boc-(4-Pyridyl)Alanine can cake and resist dissolution in many organic solvents, while under-dried powder risks hydrolysis and loss of Boc protection during shipment. We address moisture inconsistencies with in-line Karl Fischer titration and differential scanning calorimetry. Every drum comes labeled with both production and test date, giving users confidence in the product’s recent provenance.

    Users occasionally report batch-to-batch yield shifts in their own processes, usually traceable to subtle differences in the active site occupancy on solid supports or variances in acid scavenger quality. Our technical advice isn’t to push more base or run longer cycles. Instead, we share stability and compatibility tests performed under a spectrum of practical conditions—acidic, basic, and neutral media, across a range of common coupling reagents—backed by chromatograms and mass spectra.

    Risk Reduction and Custom Support on the Shop Floor

    The larger the manufacturer, the easier it becomes to lose touch with the actual needs of bench chemists. We counter this by assigning one chemist per kilo-scale order, not simply a production manager detached from the day-to-day. Feedback direct from our client’s bench chemists filters back to our own, so if a certain solvent mixture in a large solid-phase synthesis run triggers precipitation issues, we logged it alongside remedial measures for future advice. This cycle repeats with every season’s customer round-table.

    With specialty molecules like (S)-N-Boc-(4-Pyridyl)Alanine, flexibility helps as much as standardization. We support slight modifications—narrower particle size distribution, custom packaging, or extended documentation for regulatory submissions. Several clients have asked about scale-up to meet larger combinatorial screens. Our solution follows multi-stage ramp-up, doubling reactor size only after product stability and purity are proven at each scale. Key people—process engineers and QC analysts—rotate through scale-up batches, carrying lessons learned onto the next run, minimizing variability and bolstering reliability.

    Shipping inconsistencies once hobbled broader distribution, particularly with long-haul or extreme temperature routes. Recognizing the issue, we tested thermal stability, employed new cold packs and vacuum-insulated liners, and kept vials upright with secure internal subdivision. Clumping, usually dismissed as cosmetic by resellers, often pointed to micro-exposure to moisture. Our packaging now resists this, keeping even partial vials pristine weeks after opening.

    Why (S)-N-Boc-(4-Pyridyl)Alanine Works for Modern Research

    The true value emerges in flexibility and troubleshooting. Chemists often adjust their synthetic routes to match available intermediates. (S)-N-Boc-(4-Pyridyl)Alanine remains compatible whether protocols require EDC/HOBt or DIC/Oxyma as coupling partners, tolerating a range of organic and mildly aqueous solvents. Demand for greener chemistry sometimes means adjustments for more benign deprotection strategies, so we check compatibility with buffered acid and test for non-volatile by-products, aiming to ease work-up and waste disposal.

    In our own demonstration labs, we observed (S)-N-Boc-(4-Pyridyl)Alanine holding its chirality impressively well even under slightly elevated heat or with excess base—a claim confirmed by repeated chiral HPLC and NMR checks. Peptide syntheses integrate smoothly, whether automated or traditional, with negligible side reactions at the pyridyl group unless subjected to strong oxidants or overextended acid exposure. Our pre-shipment support includes spectral libraries, handling tips, and, if requested, direct vials from our analytical team, allowing comparison with research-grade material on the user’s bench before larger orders proceed.

    We track how downstream labs use our material by reviewing published research and patent filings, keeping a running record of what modifications or coupling partners have succeeded. This ongoing surveillance gives real feedback, not just marketing data, guiding process tweaks and feeding our technical service archive. Such insights helped us identify the best point to add deionized water washing to lock down chloride content, a tweak first suggested by a biotech client’s process lead.

    Continuous Improvement In Process and Support

    Open communication and root-cause focus steer our process towards constant improvement. Each manufacturing run builds on feedback from the last, prioritizing reproducibility and documentation over batch count alone. If users spot a recurring issue, whether in compound handling or site-specific reactivity, our chemists walk through their protocols with them, hunting for potential contamination or misstep—sometimes the trouble lies with a faulty glovebox, sometimes a miscalibrated pipette.

    Quality system audits embrace more than standard compliance. Random pull sampling, dual-person signoff on weighed batches, and real-time analytics with uploaded spectra offer transparency, ensuring what arrives in the lab matches what left our factory door. Our team cross-trains on both GMP and non-GMP protocols so all customers, not just pharmaceutical license holders, can trust in our shared framework.

    Regular meetings with our own R&D and QC groups bring to light the most frequent user modifications—for example, adding a pre-wash step or testing alternate solvents for challenging new methods. In our experience, incremental tweaks on our side prevent headaches for hundreds of partners worldwide, smoothing the journey from bench to batch scale.

    Looking Ahead with (S)-N-Boc-(4-Pyridyl)Alanine

    Experience in the field teaches that every “simple” product becomes complex through its context of use and the hands guiding it from shelf to synthesis. Our perspective as direct producers shapes not only the molecule but also the support, insight, and consistency our customers rely on. The true measure of (S)-N-Boc-(4-Pyridyl)Alanine, and any specialty reagent, inheres not only in analytical tract but in the partnership forged over repeated cycles of planning, execution, and honest feedback.

    Decades refining our process for (S)-N-Boc-(4-Pyridyl)Alanine means each lot represents incremental improvement, technical dialogue, and real-world problem-solving. We put faces behind formulas, each batch an outcome of hands-on decisions rather than distant oversight. By sharing both our practices and our perspective, we aim not only to supply a reagent but to foster the continuous, trust-based advancement that defines modern chemical research.