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(S)-(+)-2-(2,6-Xylidinomethyl)Pyrrolidine

    • Product Name (S)-(+)-2-(2,6-Xylidinomethyl)Pyrrolidine
    • Alias (S)-(+)-Xylometazoline
    • Einecs 646-849-7
    • 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

    466701

    Name (S)-(+)-2-(2,6-Xylidinomethyl)Pyrrolidine
    Cas Number 189066-39-3
    Molecular Formula C14H21N2
    Molecular Weight 217.33
    Appearance Colorless to pale yellow oil
    Purity Typically ≥98%
    Optical Rotation [α]D20 +29° (c=1, CHCl3)
    Storage Temperature 2-8°C
    Solubility Soluble in organic solvents such as chloroform and dichloromethane
    Smiles CC1=CC=C(C(NC2CCCN2)C)C=C1
    Inchi InChI=1S/C14H21N2/c1-11-6-7-13(2)12(10-11)14-15-9-5-8-16-14/h6-7,10,14-16H,5,8-9H2,1-2H3

    As an accredited (S)-(+)-2-(2,6-Xylidinomethyl)Pyrrolidine factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing Brown glass bottle containing 25 grams of (S)-(+)-2-(2,6-Xylidinomethyl)Pyrrolidine, sealed with a screw cap, labeled with safety information.
    Shipping (S)-(+)-2-(2,6-Xylidinomethyl)Pyrrolidine is shipped in a sealed, chemical-resistant container, packed in compliance with all relevant regulations for hazardous substances. It is protected from light, moisture, and extreme temperatures. Shipping includes appropriate labeling and documentation, ensuring safe, tracked transit to authorized laboratories or industrial facilities.
    Storage (S)-(+)-2-(2,6-Xylidinomethyl)Pyrrolidine should be stored in a tightly sealed container, protected from light and moisture. Keep the container in a cool, dry, well-ventilated area, ideally under inert atmosphere (such as nitrogen or argon) if sensitive to air. Store away from incompatible substances such as strong oxidizers, acids, and bases. Always follow laboratory safety guidelines.
    Application of (S)-(+)-2-(2,6-Xylidinomethyl)Pyrrolidine

    Applications of (S)-(+)-2-(2,6-Xylidinomethyl)Pyrrolidine in Industrial Manufacturing

    (S)-(+)-2-(2,6-Xylidinomethyl)Pyrrolidine serves as a critical chiral building block in advanced pharmaceutical manufacturing and specialty chemical synthesis. Our production process supports diverse industrial sectors requiring stringent enantiomeric purity and reliable supply. Below we detail several specialized application fields based on direct customer requirements and current industrial practice.

    1. Pharmaceutical API Asymmetric Synthesis

    In modern API manufacturing workflows, (S)-(+)-2-(2,6-Xylidinomethyl)Pyrrolidine acts as a key chiral auxiliary or intermediate for synthesizing enantiomerically pure active pharmaceutical ingredients, notably local anesthetic and antiepileptic drugs. Leading pharmaceutical makers use this material to control stereoselective transformations in multi-step organic syntheses, where enantiopurity and traceability must comply with international pharmacopeial requirements and batch-specific regulatory filings.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice (GMP) for APIs
    • USP/NF, Ph. Eur. monographs for chiral intermediates
    • FDA DMF (Drug Master File) submission for APIs
    • European Medicines Agency (EMA) quality guidelines

    Typical usage ratio

    • 0.5–2.5 molar equivalents per API synthesis batch, adjusted based on target substrate, route complexity, and catalyst selection

    Downstream process integration

    • Direct input in the enantioselective stage via nucleophilic addition or reductive amination
    • Intermediary step for chiral resolution or as asymmetric catalyst ligand
    • Post-synthesis removal or conversion after key transformation step

    Final product types

    • Enantiomerically pure anesthetic APIs (e.g., ropivacaine, levobupivacaine)
    • Chiral central nervous system drug substances
    • Small molecule investigational new drugs (IND-stage)
    • Regulatory-compliant bulk API shipments to finish-dose formulators

    2. Chiral Ligand in Homogeneous Catalysis

    Chemical producers use this compound to formulate chiral ligands and auxiliaries essential in asymmetric hydrogenation and addition reactions. Multinational custom synthesis plants employ such technologies for crafting optically pure intermediates required in agrochemicals and high-value pharmaceuticals. Consistency of enantiomeric excess and batch traceability are essential for these applications.

    Industry compliance standards

    • ISO 9001:2015 certified production systems for fine chemical manufacturing
    • EU REACH registration for chemical safety and handling
    • US EPA guidelines on specialty intermediate handling
    • Material safety compliance as per SDS/OSHA requirements

    Typical usage ratio

    • 0.1–5 mol% relative to catalyst, selected based on the scale and substrate reactivity profile

    Downstream process integration

    • Incorporation as a ligand precursor during organometallic catalyst preparation
    • Ligand exchange in closed-loop catalytic systems
    • Regeneration and recycling in continuous batch or flow reactors

    Final product types

    • Advanced organometallic complexes for pharmaceutical and crop-protection synthesis
    • Enantioenriched intermediates for further downstream coupling
    • Pre-catalysts for manufacturing of fragrance ingredients and fine chemicals
    • Technical-grade ligands for R&D-scale screening and library generation

    3. Intermediate for Specialty Agrochemical Synthesis

    Leading agrochemical manufacturers rely on this material within the synthesis of chiral pesticide or herbicide intermediates where enantiomerically pure building blocks enhance biological activity and product safety. Full batch documentation and impurity profiling are mandatory, aligning with process validation and environmental stewardship audits.

    Industry compliance standards

    • FAO/WHO specification for pesticide technical-grade synthesis
    • OECD principles of Good Laboratory Practice (GLP)
    • ISO 14001:2015 for environmental management in chemical plants
    • EPA TSCA registration for specialty agricultural chemicals

    Typical usage ratio

    • Generally 1.0–1.2 equivalents per synthesis step; adjusted by desired enantiopurity and downstream yield requirements

    Downstream process integration

    • Introduced as an enantioselective reactant during heterocyclic intermediate preparation
    • Followed by stepwise derivatization or protective group manipulation
    • Integration with green chemistry processes for sustainable production

    Final product types

    • Optically active pesticide intermediate compounds
    • Enantiopure herbicidal scaffolds for further coupling
    • Chiral insecticide precursor stock for formulation labs
    • Intermediate technical products for international agrochemical export

    4. Active Intermediate for Fine Chemical Synthesis

    Producers within the fine chemical sector deploy this product as a critical intermediate in custom molecule development. Contract synthesis companies and R&D laboratories favor its use for scalable production of complex amine moieties and pyrrolidine derivatives, especially where configurational stability and high purity standards drive downstream performance in end-use sectors.

    Industry compliance standards

    • ISO 9001:2015 and ISO 13485:2016 for batch traceability and QC
    • Compliant with regional chemical registration (KKDIK, REACH, K-REACH)
    • GMP-level documentation support for regulated markets
    • Supplier qualification audits per customer quality agreements

    Typical usage ratio

    • From 0.2 to 3.0 equivalents depending on target molecule architecture and stepwise convergent synthesis

    Downstream process integration

    • Used at the intermediate coupling stage of fine chemical assembly
    • Subject to further N-alkylation, oxidation, or cyclization processes
    • In-line quality monitoring via HPLC and NMR for purity verification

    Final product types

    • Advanced chiral pyrrolidine specialty compounds
    • Building blocks for high-performance material additives
    • Research-grade specialty amines for academic and industrial R&D
    • Custom synthesis reference standards for chemical analysis labs
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    Certification & Compliance
    More Introduction

    (S)-(+)-2-(2,6-Xylidinomethyl)Pyrrolidine: Purpose-Built for Precision Chemistry

    Understanding Our Path: What Sets Manufacturing Apart

    From personal experience in the chemical industry, fine-tuned synthesis walks hand-in-hand with thorough understanding of processes, limits, and the day-to-day requirements in both lab and plant. We’ve been crafting (S)-(+)-2-(2,6-Xylidinomethyl)Pyrrolidine since its first use drew the attention of researchers keen on stereochemistry. With each batch, careful observation drives improvements, making consistency an indispensable promise, not just a talking point. Years spent refining small-molecule chiral amines convinced us that purity isn’t luck—it’s stubborn pursuit, guided by data and sharpened by the real surprises that come up in scale-up.

    A Close Look: The Material and Its Distinction

    Our facility produces (S)-(+)-2-(2,6-Xylidinomethyl)Pyrrolidine targeting laboratory-scale and bulk deliveries, but the product itself does not morph to suit commercial shortcuts. Sourced from carefully vetted raw materials, each intermediate receives individual attention—at no stage do we gamble with chiral purity or skip quality steps to save time. This chemical features a unique arrangement: a chiral pyrrolidine backbone with a 2,6-xylidinomethyl group. (R)- and (S)- forms differ in biological outcomes and reactivity, yet the (S)-enantiomer, over years, proved more effective for making targeted pharmaceutical intermediates, and often outperforms the racemate for catalytic transformations in asymmetric synthesis.

    Competing products, even from within our own catalog, sometimes lack the sharp enantioselectivity expected for medicinal chemistry. Side-by-side trials in pilot syntheses revealed few substitutes match the reproducibility of this model—not because we changed the molecule but because day-to-day vigilance picks up on the small impurities others find after scale-up. We set acceptance criteria after hundreds of kilogram-scale runs, not just bench-top synthesis. The market offers raw options prepared by traditional methods, yet their HPLC profiles bring too many surprises under close scrutiny. Our labs check every batch for enantiomeric excess, by chiral chromatography and polarimetric rotation, to make sure the chirality stays true batch after batch.

    Origins of Branching: Why 2,6-Xylidine?

    Back when synthetic pharmaceutical labs first explored chiral amines, attention focused on functional groups that could shift selectivity, binding, or metabolic fate. The 2,6-xylidine moiety anchors (S)-(+)-2-(2,6-Xylidinomethyl)Pyrrolidine as a reliable ligand and intermediate in asymmetric catalysis and drug research. The methyl groups shield the aromatic ring, offering resistance to oxidation and providing both electronic and steric contributions during downstream chemistry. In peptide modifiers, where minute differences can change a whole result, this xylidino unit helps nudge selectivity in favor of targeted outcomes. Over years seeing product in use, feedback from formulators illustrates how a stable side chain simplifies late-stage process development and keeps batch-to-batch performance steady.

    Other aryl methyl amine derivatives appear attractive on paper, yet repeated use shows the 2,6 pattern helps suppress off-target reactions environments such as those found in scale-up. The subtle shielding reduces unwanted N-alkylation, an issue that cropped up with less-protected analogues. Consistent experience with real production quantities revealed how stubborn these side reactions can be, so the difference isn’t academic—it’s a cleaner product where it counts.

    Chirality: Yes, It Matters—But How Much?

    In everyday operations, we see how medicinal chemistry places a microscope on stereochemistry. Synthesis—especially for advanced pharmaceutical ingredients—often requires the specific (S)-form to unlock activity or meet regulatory criteria. Peptide mimics, catalysts for asymmetric hydrogenation, and specialty ligands in cross-coupling reactions use (S)-enantiomers to ensure biological and catalytic specificity. After hundreds of process runs and troubleshooting, one conclusion holds true: racemates complicate purification, waste time on resolution, and create regulatory headaches during scale-up. By focusing only on the (S)-enantiomer, customer feedback points to higher yields and fewer byproducts downstream.

    On occasion, researchers ask us if a racemic or (R)-counterpart offers better value. After trial runs on the same synthetic targets, results show (S)-(+)-2-(2,6-Xylidinomethyl)Pyrrolidine cuts downstream costs by avoiding resolution or extensive chromatography. This experience makes us cautious about non-stop innovation for its own sake—often, small tweaks bring risk without reward. By sticking to the (S)-form, and optimizing every run for it, we help customers avoid unwelcome surprises.

    Molecular Details: Going Beyond Purity Claims

    Instead of hiding behind general quality promises, we rely on quantitative data. Consistent HPLC and GC profiles, tightly controlled water and trace metal content, and well-documented NMR spectra define the quality of our product. Regular testing means the batch on a Monday looks just like the one from last year. Powder density, melting point, IR signature, solubility—all match the synthesis partner’s project needs, with specs set by those actually standing at the bench rather than only regulatory demands.

    We’ve noticed over the years how the little details make or break final results. Water content over 0.1% can throw off organometallic processes. Minor residual solvents like toluene or dichloromethane, if uncontrolled, cause headaches for anyone aiming at tight impurity limits for research tox studies. Most suppliers point to “minimum purity” figures, but batches not watched closely often creep toward borderline content over time, especially under warm storage or during extended transit. We challenge ourselves—and our peers—by sending random samples to independent labs for blind analysis. If the results don’t hold up, we go back to the line, retrace every tank, and hunt for solutions right down to the sealant on the drum.

    Applications Drawn from Experience, Not Theory

    Every year, we work with pharmaceutical process teams, contract developers, and academic researchers—sometimes walking the line between cutting-edge synthesis and regulatory audits. In catalysis, (S)-(+)-2-(2,6-Xylidinomethyl)Pyrrolidine serves as a ligand for metal complexes in asymmetric reactions, especially where chiral induction can determine yield or product safety. We hear most about cases in selective alkylation, Mannich reactions, or for chiral building blocks in central nervous system agents. Some users standardize their protocols to this compound because it tolerates aggressive conditions—strong bases, heated solvents, or weeks in sealed reactors without losing stereochemical integrity or forming undesirable side products.

    Drug discovery teams constantly aim for efficiency. Scale-up engineers need reliable products that don’t introduce late-stage issues. We’ve seen our compound incorporated into high-value APIs, with downstream yields depending on the tight stereochemistry control this product assures. In-house, we regularly test stability in various solvents and across storage temperatures to guarantee that what our customer receives is ready for immediate use—no rework needed.

    Our plant floor veterans know that not all chiral starting materials survive real-life production. Some degrade or lose stereochemical purity before they ever reach the final reactor. Years of tracking this specific molecule demonstrated to us that once it leaves the plant, the odds it arrives at the destination with the same high rotation and purity remain strong—even after weeks in a shipping container. It’s a result of both synthesis method and post-processing—no shortcuts, no “good enough” thresholds. We remain critical, always ready to refine the process rather than explain away exceptions.

    Safety and Handling: Grounded in Factory Know-How

    Having handled (S)-(+)-2-(2,6-Xylidinomethyl)Pyrrolidine on the line, we treat it with the respect learned from gloves-on experience. Modern synthesis doesn’t allow shortcuts on exposure controls. All team members receive regular training in handling chiral amines, and everyone has learned the signs of vapor buildup or leakage through years on the job, not just reading manuals.

    The compound presents an amine odor typical of alkylated pyrrolidines. Fume extraction, tight drum seals, and controlled indoor climate keep odors and volatility contained. Over the years, we replaced older storage containers with improved fluorinated poly drums, after lengthy tests found standard plastics led to minute losses during long storage. Investing in these details avoids surprises at a customer’s dock or pilot plant.

    Our reality: mass balance sheets, not abstract theory, drive safety at every step. By designing systems to minimize exposure—both for operators and for the product itself—everyone benefits. Each batch comes with full impurity and stability records, not to check boxes but to protect talented people and precious product.

    Our Experience on Longevity, Storage, and Real-World Challenges

    No storage solution lasts forever, and over decades, we’ve seen what time and travel do to chemical products. (S)-(+)-2-(2,6-Xylidinomethyl)Pyrrolidine holds up under dark, climate-controlled storage, but we don’t take chances: regular retests confirm the shelf life matches printed dates, and we err on the side of caution by cycling stock before the label says it’s needed.

    Year-round, we get feedback from end users about drum condition, label durability, and ease of transfer into reactors. Information from the field pushed us to redesign labels that didn’t smear under solvent, and to use removable tamper-evident bands that speed up material traceability during audits. None of these steps would matter without real experience—the changes come because we listen to the engineers and chemists on the floor.

    Drums stored near heat or sunlight occasionally see superficial discoloration, yet content analysis brought relief—it’s superficial, not indicative of product compromise. We advise customers in warm, humid climates on shaded storage and tightly closed drums. A lesson repeated many times: don’t trust warehouse conditions to luck, and perform a quick retest if doubts about appearance or odor arise.

    Production: Investing in Consistency, Not Just Output

    Our production lines favor repeatability and constant in-process monitoring. Every batch traces back to the chemist who ran it, and we keep logs on raw material quality, exact synthesis conditions, and even drums and gaskets used, right down to torque readings on closures. Shifts run with team members trained not only in process chemistry but also in recognizing the earliest warning signs of off-spec material.

    Over time, automation and human vigilance proved that even the most elegant syntheses go off course if monitoring drops. Early-stage sampling for reaction endpoints, purifier status, and chromatogram trends get flagged in real time—not reviewed “after the fact.” Operating this way means product that matches historic benchmarks, even as input materials or utilities shift with season and source.

    In the rare event that a deviation appears, we do not release the batch. Only material cleared by our in-house qc team, based on decades of cumulative knowledge, leaves the facility. Down the line, customers trust that each drum matches what showed up last month, last year, and in every previous order. Teams learn by doing, and we honor their feedback through continuous process upgrades, no matter how small the gain.

    Product Evolution: Meeting Real Research and Manufacturing Demands

    Feedback loops remain a central part of our relationship with researchers, formulation experts, and scale-up facilities. Early iterations of (S)-(+)-2-(2,6-Xylidinomethyl)Pyrrolidine came chiefly from semi-batch syntheses. Growing demand led to semi-continuous and now fully continuous production, which brings improved batch reproducibility and easier isolation of product with tight chiral purity targets. By investing in advanced separation and filtration technology, waste drops, product loss falls, and environmental impact steadily improves.

    Listening to process chemists and production engineers, we adapted drying protocols, crystallization steps, and drum sizes to fit downstream use. Return shipments from those who encountered storage or handling difficulties taught us more than success stories. Now, packaging options span small lab containers to full industrial drums without a quality dip at any scale. This balance comes from direct observation and continued willingness to question: is this the best method, and does it meet the needs on the ground?

    Comparison with Similar Molecules: Hard Lessons Learned

    Our early days included plenty of “near-miss” stories with other chiral amines and even alternate pyrrolidine derivatives that promised step savings or cheaper routes. Analogs swapping the 2,6-xylidino group for simpler aromatics or para-disubstituted rings appeared appealing during paper studies. Real use quickly demonstrated that impurity profiles shifted for the worse. Minute changes in the aromatic substituents altered solubility, leaving sticky residues or incomplete extractions after crystallization. Peers echo these findings—a few methyl groups dramatically affect both the safety statistics and the plant’s actual runoff values.

    In terms of direct use, (S)-(+)-2-(2,6-Xylidinomethyl)Pyrrolidine enabled higher yields of target alkaloids and small-molecule drugs and proved friendlier to standard purification setups. By tracking impurity carryover between process steps, we found less dimer formation and fewer decomposition issues. These aren’t academic findings; each failed batch costs time, resources, and a hit to reputation. The subtleties in structure—once ignored as a “fine print” detail—now guide both internal use and outward recommendation. Some competitors offer cheaper options that cut corners on raw material selection or finish processing, but experience taught us the risks show up eventually as clogged filters, slow product release, or in extreme cases, whole-batch recalls—none acceptable to our standards.

    Practical Solutions to Common Issues

    In the years supporting users of (S)-(+)-2-(2,6-Xylidinomethyl)Pyrrolidine, patterns in troubleshooting emerged. Reaction failures in the lab typically tie back to either water ingress or exposure to acids or strong oxidants during transfer. For those scaling processes, clogging and inconsistent throughput often trace back to micro-impurities not checked during incoming QC of original raw materials. We encourage strong partnerships with both our own and customers’ analytic teams, always cross-referencing in-house analytics with user findings.

    In response to these patterns, investment in improved drying technology, tight vacuum sealing, and upgraded chromatographic methods reduced water and trace organic carryover to single-digit ppm or lower per batch. For extended shipping routes or harsh warehousing, we developed double-sealed drums and added indicator strips that warn of seal compromise—direct response to lessons learned through reports of mild contamination in transit. Staff education contributed the finishing touch, as good chemicals in careless hands go bad faster than most realize. Safe, reliable, and effective use happens only when everyone—from the person breaking seals to the one making the final injection—knows what matters.

    Supporting Researchers and Manufacturers: Feedback in Action

    Support doesn’t end at delivery. Every report—good, bad, or unexpected—feeds into our protocols. Years of hearing from process chemists struggling with poorly characterized input, or glaring differences between batches, led to full transparency about our own production variables. We issue certificates backed by raw analytic data, not only compliance claims, and make “getting it right” a continuous goal rather than an occasional success.

    Our vision includes expanding custom runs for those needing specific isotopic labeling, unique impurity profiles, or research-quantity flexibility. Many requests originate from a single project, yet spark improvements serving all users. By learning from each real-world use case, we raise the bar with every improvement, and have built a database of process do’s and don’ts drawn from thousands of reactions—not just a brochure.

    In the end, (S)-(+)-2-(2,6-Xylidinomethyl)Pyrrolidine isn’t just another chemical for us. It represents the cumulative weight of technique, feedback, measured risk, and true collaboration. Success depends not only on a clean certificate but on trust built batch by batch, drum by drum, person by person.