2,6-Bis[(4R)-phenyl-2-oxazolin-2-yl]pyridine

    • Product Name: 2,6-Bis[(4R)-phenyl-2-oxazolin-2-yl]pyridine
    • Chemical Name (IUPAC): 2,6-bis[(4R)-4-phenyl-4,5-dihydro-2-oxazol-2-yl]pyridine
    • CAS No.: 108968-42-3
    • Chemical Formula: C23H17N3O2
    • Form/Physical State: Powder
    • Factroy Site: No.968 Jiangshan Rd., Nantong ETDZ, Jiangsu, China
    • Price Inquiry: sales7@boxa-chem.com
    • Manufacturer: Nantong Acetic Acid Chemical Co., Ltd.
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    Specifications

    HS Code

    503045

    Iupac Name 2,6-Bis[(4R)-4-phenyl-4,5-dihydro-2-oxazolyl]pyridine
    Molecular Formula C23H17N3O2
    Molar Mass 367.40 g/mol
    Cas Number 155601-29-3
    Appearance White to off-white solid
    Melting Point 218-222 °C
    Solubility Soluble in organic solvents such as dichloromethane and acetonitrile
    Optical Rotation [α]D +53.0° (c=1.0, CHCl3)
    Smiles C1C(N=C(O1)C2=CC=CC=C2)C3=CC=CC(=N3)C4=CC=CC=C4
    Inchi InChI=1S/C23H17N3O2/c27-21(18-10-4-2-5-11-18)25-15-19(16-26-22(25)28)23-13-7-1-8-14-23/h1-14H,15-16H2/t19-/m1/s1
    Chirality Chiral compound (4R configuration)
    Common Name Pybox ligand (4R-Ph-Pybox)
    Application Chiral ligand for asymmetric catalysis

    As an accredited 2,6-Bis[(4R)-phenyl-2-oxazolin-2-yl]pyridine factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing Amber glass vial containing 5 grams of 2,6-Bis[(4R)-phenyl-2-oxazolin-2-yl]pyridine, labeled with hazard information and batch details.
    Container Loading (20′ FCL) Container Loading (20′ FCL) for 2,6-Bis[(4R)-phenyl-2-oxazolin-2-yl]pyridine involves secure packing, labeling, and safe chemical transport, maximizing container capacity.
    Shipping Shipping of **2,6-Bis[(4R)-phenyl-2-oxazolin-2-yl]pyridine** is typically conducted in sealed, inert containers to protect from moisture and light. The chemical is packed according to standard regulations for laboratory compounds, with labeling for handling and potential hazards. It is usually transported via ground or air courier under controlled temperature conditions.
    Storage Store 2,6-Bis[(4R)-phenyl-2-oxazolin-2-yl]pyridine in a tightly sealed container under a dry, inert atmosphere such as nitrogen or argon. Keep it at room temperature, protected from moisture, light, and sources of ignition. Store in a well-ventilated, cool, and dry area, away from incompatible materials such as strong oxidizing agents and acids.
    Shelf Life Shelf life of 2,6-Bis[(4R)-phenyl-2-oxazolin-2-yl]pyridine is typically 2-3 years when stored in a cool, dry place.
    Application of 2,6-Bis[(4R)-phenyl-2-oxazolin-2-yl]pyridine

    Purity 99%: 2,6-Bis[(4R)-phenyl-2-oxazolin-2-yl]pyridine with 99% purity is used in homogeneous catalysis, where it ensures high enantioselectivity in asymmetric synthesis.

    Melting point 164°C: 2,6-Bis[(4R)-phenyl-2-oxazolin-2-yl]pyridine with a melting point of 164°C is used in ligand design for transition metal complexes, where it provides thermal stability during catalytic cycles.

    Molecular weight 365.43 g/mol: 2,6-Bis[(4R)-phenyl-2-oxazolin-2-yl]pyridine at a molecular weight of 365.43 g/mol is used in pharmaceutical intermediate synthesis, where it allows precise stoichiometric control.

    Chiral purity >98% ee: 2,6-Bis[(4R)-phenyl-2-oxazolin-2-yl]pyridine with chiral purity greater than 98% ee is used in enantioselective catalysis, where it yields optically pure products.

    Solubility in acetonitrile >50 mg/mL: 2,6-Bis[(4R)-phenyl-2-oxazolin-2-yl]pyridine with solubility over 50 mg/mL in acetonitrile is used in solution-phase synthesis, where it enables high reactant concentrations.

    Stability up to 220°C: 2,6-Bis[(4R)-phenyl-2-oxazolin-2-yl]pyridine stable up to 220°C is used in high-temperature polymerization catalysts, where it retains ligand integrity under harsh conditions.

    Particle size <50 µm: 2,6-Bis[(4R)-phenyl-2-oxazolin-2-yl]pyridine with particle size below 50 µm is used in continuous flow chemistry, where it improves dissolution rates and process efficiency.

    UV absorbance λmax 320 nm: 2,6-Bis[(4R)-phenyl-2-oxazolin-2-yl]pyridine with UV absorbance at λmax 320 nm is used in analytic standard preparations, where it enables sensitive spectrophotometric quantification.

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    Certification & Compliance
    More Introduction

    2,6-Bis[(4R)-phenyl-2-oxazolin-2-yl]pyridine: Built for Modern Chemistry

    A Closer Look at an Unsung Ligand Workhorse

    In the world of synthetic chemistry, achievements often trace back to details that might escape the untrained eye. As a manufacturer with years of hands-on experience, I see the real challenges our customers face in the lab: from inconsistent batch quality to unpredictable reactivity. The compound 2,6-Bis[(4R)-phenyl-2-oxazolin-2-yl]pyridine has proven itself as a dependable ligand across many demanding applications, especially when reliable chiral induction or precise coordination geometry is crucial. The backbone of this molecule centers on a pyridine core, decorated at the two and six positions with (4R)-phenyl-substituted oxazoline rings. This configuration creates a firm but flexible structure suitable for a range of transition metal complexes used in asymmetric catalysis and beyond.

    Model Features and What Sets Us Apart

    We produce this compound under tight controls that go beyond most standard protocols. Each batch comes out colorless, uniform, finely crystalline—none of the yellowish tinge or amorphous character that can sneak in with shortcuts during synthesis or purification. Our experience taught us that chiral purity is the real make-or-break factor; negligible levels of racemization make a big difference in sensitive processes like asymmetric hydrogenation or cyclopropanation. As we scale up, reproducibility becomes even more critical, so our process design focuses on each reaction’s temperature, atmosphere, and solvent conditions, coupled with chromatography that strips away any unwanted diastereomers or contaminants.

    For synthetic chemists and project leaders who value solid, reproducible results, sourcing directly from a manufacturer means avoiding the uncertainty of distributor-repacked material or partially degraded inventory sitting in some third-party warehouse. Every customer wants to avoid running a reaction twice because of inconsistent ligand quality. That was one of our motivators for producing this compound ourselves: the best outcome comes from knowing exactly what goes into your flask, batch after batch.

    Specifications Shaped by Experience

    Most requests for 2,6-Bis[(4R)-phenyl-2-oxazolin-2-yl]pyridine come from teams working in fine chemical, pharmaceutical, and catalyst research laboratories—spaces where yield and selectivity go beyond numbers on a page. They impact project costs and timelines, often by weeks or months. Our batch records show a typical melting point holding between 185°C and 187°C, with purity by HPLC above 99%. Chiral HPLC tests across lots yield enantiomeric excess above 98%, thanks to the (4R)-phenyl choice at both oxazoline moieties. Optical rotation checks also back this consistency, helping catch any deviations before the product goes to our warehouse.

    Although it’s tempting to dismiss impurities under a few percent as inconsequential, experience says otherwise. Even a small fraction of diastereomer or oxidized material can poison precious metal catalysts or skew the selectivity in complex multi-step syntheses. Over the past years, customers have told us that switching to our product lowered the time spent troubleshooting or purifying their end products. Some call back reporting sharper NMR spectra and improved conversions. That kind of feedback speaks louder than any mass-market technical sheet.

    The Power of Structure: How Pyridine-Oxazoline Ligands Deliver

    Unlike more basic chelators or broad-spectrum donors, the structure of this ligand provides two distinct advantages. The rigid pyridine ring enforces the spatial arrangement needed to build highly active metal complexes, ensuring predictable bite angles and reducing the risk of catalyst decomposition. The oxazoline rings, especially with the 4R-phenyl substitution, fine-tune both electronic and steric properties, letting chemists dial in enantioselectivity and reaction rates to a degree rarely seen in older ligands like bipyridine or simple diamines.

    Over the decades, researchers have used this and closely related ligands across palladium, nickel, copper, and iridium catalysis. Cross-couplings, olefin cyclopropanation, and asymmetric hydrogenation reactions all benefit from their chirality and ability to direct metal centers while resisting racemization or decomposition. Out in the real world, the practical difference centers on less catalyst needed for the same conversion, shorter reaction times, and—crucially—cleaner separation of products. That means less time in the fume hood, and less solvent used for downstream processing.

    We’ve seen some clients switch to this ligand after years with older technology, noting that enantiomeric ratios shifted from the mid-80s up past 95%. Such results make a large impact on pharmaceutical workflows, where regulatory approvals depend on tight control over stereochemistry. Researchers working on specialty chemicals, from chiral flavors to advanced materials, experience the same kind of reliability, with the added bonus of more scalable processes.

    Usage Across Applications: From Bench to Industry

    Practical chemistry rarely happens in a vacuum; project teams deal with limited materials, complex impurity profiles, and unforgiving project timelines. We developed our product to keep variables in check; this ligand stands up under the high pressures and temperatures needed for robust catalysis and remains stable across a range of common solvents, from DMF to toluene.

    Some customers use the ligand for academic research, exploring new C–C and C–N bond-forming reactions. Others develop proprietary processes for active pharmaceutical ingredients, where this ligand’s chiral properties translate directly to regulatory compliance and patient safety. Chemical engineers scale up reactions using our batches, often reporting that process transfer from small to pilot plant becomes much smoother. Anytime a team avoids “sticky” transfer or insoluble sludges after metal coordination, that’s a win.

    In many asymmetric catalytic cycles, the distinction between success and extended troubleshooting comes down to ligand reliability. Poor or variable purity, subtle racemization, or trace metal contamination cost time and money. Over our years in production, we focused on process tweaks—better drying, controlled crystallization, more efficient precursor synthesis—to remove these headaches. Every kilogram packed means less downtime for our end users. Teams moving from the academic lab to scale-up find that a repeatable source of this ligand supports a straightforward regulatory filing, helps align batch records, and lowers risk of invalidated pilot runs.

    How We Compare: Direct Manufacturing Makes the Difference

    Many ligands on the market come through long supply chains, often with little transparency about storage or repackaging practices. Lab managers have told us about receiving product that arrived slightly degraded—or even partially oxidized—from distributors months after initial synthesis. Rather than risk valuable catalyst or critical reaction runs, customers prefer direct supply, with tight control over every stage from precursor stocking to final packing.

    Our production runs start with fresh starting materials; we never rely on resold stock. Every intermediate receives full spectral analysis to confirm identity before moving on. Final purification uses chromatographic methods tuned for this molecule, ensuring no overlap between chiral centers. Those efforts mean customers avoid spending a day on column chromatography just to correct a problem that began somewhere upstream.

    The difference also shows through in the lab: color, crystal habit, even particle size all fold into reliable weighing and handling. While others may rely on bulk synthesis and broad-spectrum purification, our batch approach delivers a finer end product. Customers often point to the tactile difference: free-flowing powder, not compacted lumps or sticky aggregates. These seemingly small details keep reaction setup straightforward and reproducible, especially during scale-up or automated dispensing.

    Why Direct Sourcing Matters in a Changing Regulatory Environment

    Compliance pressures grow year by year. From anonymized audit trails to strict batch traceability, research and development teams depend more on transparent supply lines. Our role as direct manufacturer means every package leaves with linked quality records, full chromatographic traces, and validated chiral purity documentation. Any flagged issues, whether on the customer end or during our own quality checks, trace back to a single process with a tight chain of accountability—not a stack of supplier names.

    This approach helps downstream teams, particularly in pharmaceutical and specialty chemical sectors, to close gaps in their regulatory submissions or process validation. As oversight tightens in Europe, North America, and parts of Asia, the comfort of a tight paper trail can’t be underestimated. Even one deviation—sometimes as small as unexplained batch-to-batch purity—can trigger investigations, delay product launches, or force repeated runs. By controlling every batch, we protect not only our own operation, but also the project timelines and regulatory standing of every customer.

    Problem-Solving: Supporting Researchers and Industry on the Ground

    We never pretend that research-scale chemistry maps perfectly to industrial workflow. Years of practical experience taught us that bottlenecks pop up not during synthesis, but in the transition from bench to pilot plant. Direct communication with users highlighted key pain points—solubility issues, unpredictable shelf life, absorbing moisture during storage, or incompatible packaging after shipping. We took those concerns seriously, adjusting both our purification and packaging protocols.

    We rely on tight seals, low-static bottles, and vacuum packing for larger quantities. This keeps the ligand dry and free-moving, so end users avoid wasting material or encountering partial hydrolysis. Some customers used to struggle with long-term storage, so we implemented real-time shelf-life monitoring and regular sample checks on retained lots. These steps reduce returns and save customers from discovering surprise degradation in the middle of a job.

    Dealing with questions on handling and complex formation is part of our daily work. Our chemists can answer whether the ligand dissolves best in dichloromethane or acetonitrile, and can flag storage methods or compatible metals right away. Peer-to-peer technical support—available without a third-party gatekeeper—means fewer wasted hours repeating reactions or seeking troubleshooting help online.

    Comparing to Related Ligands: Subtle Details, Real-World Impact

    2,6-Bis[(4R)-phenyl-2-oxazolin-2-yl]pyridine stands apart from general-purpose bipyridine analogs or nonspecific chiral auxiliaries for several concrete reasons. Its structure gives both rigidity and tunability—the chiral oxazoline units supply steric and electronic bias, while the pyridine holds everything in a predictable geometry. Broad-use chelators may fit many metals, but their lack of fine control often results in sluggish reactions or difficult purifications.

    Years of head-to-head comparisons taught us that users switching from achiral bidentate ligands often report both yield increases and cleaner product isolation. In heterocycle-rich chemistry, this ligand’s structure keeps side reactions minimal and boosts space-time yields in continuous or semi-batch setups. Trials in C–C bond formation, especially in enantioselective Suzuki or Negishi couplings, routinely show faster turnover and better selectivity than more flexible ligands.

    The (4R)-phenyl substitution at both oxazoline rings carves out a specific chiral environment at the metal center, raising enantioinduction and playing a direct role in product outcome. Competing ligands, even close analogs with different substitutions or less rigid cores, rarely reproduce the same selectivity. Time and again, researchers discovered that “similar” ligands could not substitute directly without retrials or fine-tuned conditions. The difference flows directly from the ligand’s architecture—chemistry at this detail level decides whether a process works in pharma or fails in scale-up.

    Some teams try to substitute with cheaper or less pure options, only to find project costs creep up through more rounds of purification, time lost to method adjustment, and increased analytical characterization. A few grams saved at the beginning can cost thousands in labor and time downstream. Direct customers using our consistent, high-purity material avoid these hidden costs and pivot faster in early-stage development.

    Pushing Ahead: Reliable Supply for Advanced Science

    Today's chemical industries lean ever harder on coordination catalysis, precision asymmetric synthesis, and regulatory transparency. Success rides on molecules delivered reliably, pure, and with traceable documentation every time. As direct producers of 2,6-Bis[(4R)-phenyl-2-oxazolin-2-yl]pyridine, we stand behind every batch, shipping material that meets or exceeds the demanding standards of research labs and industrial scale-up projects. This isn’t just about offering a product: it’s about understanding the daily hurdles our customers face, then solving them through experience, process control, and direct communication.

    We do not source from intermediates or accept “good enough” as a completion point. Each customer receives material with full knowledge of the lot’s path from raw material to finished product—no mystery, no surprises, and no shortcuts. Real chemistry depends on real trust between supplier and user, which is built through consistent quality and an open, collaborative relationship. That trust forms the backbone of our business, and every day in the plant or at the bench we remember that the choices we make ripple outward, impacting the success and safety of industries beyond our own doors.

    Looking to the Future

    The pace of chemical innovation isn’t slowing down. As researchers demand more, so do the materials that feed their work. We see those demands and meet them head-on, improving batch processes, innovating packaging, and staying ahead of both purity and regulatory standards. The next breakthrough in asymmetric catalysis or pharmaceutical development may hinge on quality and reliable sourcing of compounds like 2,6-Bis[(4R)-phenyl-2-oxazolin-2-yl]pyridine. The more we share direct feedback, improve supply, and support with open expertise, the further we all advance.

    From extensive documentation and reliable sourcing to support that comes from people who actually make the product, our commitment shapes every aspect of this ligand’s journey. Clear process, high standards, and experience-based adaptation mean that scientists, engineers, and innovators can build on a predictable foundation—one batch at a time.