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HS Code |
721342 |
| Chemical Name | 2,6-Bis[(S)-4-phenyloxazolin-2-yl]pyridine |
| Molecular Formula | C25H19N3O2 |
| Molecular Weight | 393.44 |
| Appearance | White to off-white solid |
| Cas Number | 135630-64-7 |
| Smiles | C1=CC=C(C=C1)C2COC(=N2)C3=CC=CC(=N3)C4=NC5=CC=CC=C5O4 |
| Optical Purity | Enantiopure (S configuration) |
| Melting Point | 211-215°C |
| Solubility | Soluble in common organic solvents (e.g., CH2Cl2, THF) |
| Application | Chiral ligand in asymmetric catalysis |
As an accredited 2,6-Bis[(S)-4-phenyloxazolin-2-yl]pyridine factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.
| Packing | Amber glass vial, screw cap, labeled "2,6-Bis[(S)-4-phenyloxazolin-2-yl]pyridine, 1g, for research use only," desiccated packaging. |
| Container Loading (20′ FCL) | 20′ FCL container loading ensures safe, efficient bulk packaging and transport of 2,6-Bis[(S)-4-phenyloxazolin-2-yl]pyridine, with secure palletizing. |
| Shipping | 2,6-Bis[(S)-4-phenyloxazolin-2-yl]pyridine is shipped in sealed, chemically resistant containers to prevent moisture and air exposure. The package is clearly labeled for laboratory use, complies with international transport regulations for non-hazardous chemicals, and includes documentation for safe handling and storage. Temperature control is maintained if required by the product's specifications. |
| Storage | **2,6-Bis[(S)-4-phenyloxazolin-2-yl]pyridine** should be stored in a tightly sealed container, protected from light and moisture, and kept in a cool, dry, well-ventilated area. Avoid exposure to strong acids, bases, and oxidizing agents. Store under inert atmosphere (e.g., nitrogen or argon) if prolonged storage is required to prevent degradation. Ensure the storage area complies with appropriate chemical safety regulations. |
| Shelf Life | Shelf life: 2,6-Bis[(S)-4-phenyloxazolin-2-yl]pyridine is stable for at least 2 years when stored in a cool, dry place. |
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Purity 99%: 2,6-Bis[(S)-4-phenyloxazolin-2-yl]pyridine with a purity of 99% is used in asymmetric catalysis, where high purity ensures optimal enantioselectivity in chiral ligand applications. Melting Point 195°C: 2,6-Bis[(S)-4-phenyloxazolin-2-yl]pyridine featuring a melting point of 195°C is used in high-temperature polymerization processes, where thermal stability enhances catalyst longevity. Molecular Weight 406.47 g/mol: 2,6-Bis[(S)-4-phenyloxazolin-2-yl]pyridine with a molecular weight of 406.47 g/mol is used in coordination complex synthesis, where proper molecular mass facilitates predictable ligand-metal interactions. Optical Purity >98% ee: 2,6-Bis[(S)-4-phenyloxazolin-2-yl]pyridine with optical purity greater than 98% ee is used in pharmaceutical intermediate synthesis, where high enantiomeric excess yields superior drug efficacy. Solubility in Acetonitrile 10 g/L: 2,6-Bis[(S)-4-phenyloxazolin-2-yl]pyridine with solubility in acetonitrile at 10 g/L is used in homogeneous catalysis systems, where complete dissolution increases reaction efficiency. Stability Temperature up to 220°C: 2,6-Bis[(S)-4-phenyloxazolin-2-yl]pyridine with stability up to 220°C is used in elevated-temperature organic transformations, where robust stability prevents ligand degradation. Particle Size <40 µm: 2,6-Bis[(S)-4-phenyloxazolin-2-yl]pyridine with particle size below 40 µm is used in supported catalyst preparation, where fine particle size enables uniform catalyst dispersion. |
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In specialty chemical manufacturing, experience counts for more than any brochure will ever say. Over the years, handling delicate ligands and meeting the expectations of research chemists taught us that even the smallest difference in ligand architecture can shift an entire synthesis. 2,6-Bis[(S)-4-phenyloxazolin-2-yl]pyridine, often known in the field as PfPBOX, brings something to the table that few chiral ligands can match: a combination of rigid structure and high selectivity. The difference lies in how those oxazoline rings persistently guide metal ions, ensuring reactions follow narrow, predictable paths. This compound stands as a testimony to what well-designed chiral systems ought to accomplish.
We have watched research teams struggle with ligands that promised crisp results but let them down due to batch variation or minor impurities. Those frustrations led us to re-examine each step, from raw feedstock selection and optical purity control to how moisture creeps into any process that’s left to chance. In the case of 2,6-Bis[(S)-4-phenyloxazolin-2-yl]pyridine, our operations team never cuts corners. Optical rotation checks, chromatography, NMR—all routine, but after so many years, we can tell in moments if the S-configuration across both oxazoline rings holds tight to its expected pattern. A single outlier can knock an asymmetric reaction sideways, wasting precious catalysts or causing reproducibility headaches. Consistency in this space is not just a marketing goal; it is a daily operational anchor.
Synthetic chemists relish control. They look to 2,6-Bis[(S)-4-phenyloxazolin-2-yl]pyridine because its chiral induction outpaces so many linear bidentate alternatives—especially in reactions that call for transition-metal catalysis or cyclization with acute stereochemical outcomes. You see it in results: when this ligand coordinates with metals like copper, nickel, or iron, the enantioselectivity can hit marks that cheaper, macrocyclic, or racemic ligands simply cannot approach. It’s a difference that’s rooted in the physicochemical realities of its molecular backbone—the pre-organized tridentate geometry and robust stereochemical integrity.
Scale-up chemists in our production hall will tell you they don’t just mix chemicals—they watch the way oxazoline ring closure responds to small adjustments in heating or solvent, and how minor contaminants show up as ghost peaks if you relax on purification. Years of monitoring every facet from pH through to cooling rates led to a process where each crystal of 2,6-Bis[(S)-4-phenyloxazolin-2-yl]pyridine offers the same melting point and same chiral purity, batch after batch. Mistakes mean scrapped output, not tweaks; the bar for quality stays high, because the most unforgiving users—ourselves included—demand it.
Academic literature celebrates 2,6-Bis[(S)-4-phenyloxazolin-2-yl]pyridine for its role in asymmetric catalysis, but real-world use brings out subtleties glossed over by theoretical comparison. In the hands of an experienced synthetic scientist, this ligand takes on an active part in cross-coupling reactions, Diels-Alder cycloadditions, hydrogenations, and other metal-catalyzed processes where chiral induction must happen sharply and reliably. The differences between knock-off ligands and a rigorously manufactured batch surface as smaller side-product ratios, higher e.e. values, and less time spent troubleshooting.
Customers ask for detail—how clean does this ligand perform against BOX ligands or cheap, achiral pyridines? The answer comes not in generalities, but in repeated findings: PfPBOX consistently drives higher product optical purities, especially in copper(II)-catalyzed coupling or iron-assisted bond-forming events. Its tridentate grip on the metal center restricts ligand exchange that undermines lesser performers. Many end-users tell us of the stark contrast between this ligand and less-robust options, especially when their reaction demands tight ligation and strong chirality transfer with minimal racemization.
Some commercial ligands offer a familiar backbone, but even a small shift in optical purity introduces waste, rework, or worse—contaminated product. Our production team obsesses over enantiopurity for a reason. Analytical HPLC, chiral resolution, and laser-like focus during synthesis save our partners the loss of expensive substrate—or even whole synthetic campaigns brought to a halt by inconsistent ligand batches.
In complex pharmaceutical and agrochemical discovery routes, a single point chirality changes the entire biological picture. This is the practical reason our customers return: molecules synthesized with 2,6-Bis[(S)-4-phenyloxazolin-2-yl]pyridine display consistent stereochemical outcomes, leading to streamlined purification of target compounds and less downstream processing. Scientists don’t have to “work around” weird isomer distributions. Their results tell the story—a story backed by careful craftsmanship from raw material acceptance to finished vial.
Though the textbooks introduce 2,6-Bis[(S)-4-phenyloxazolin-2-yl]pyridine as a niche ligand, today’s chemists reach for it in places where stereochemical control is the dividing line between success and failure. In our experience, talented teams deploy this agent for pharmaceutical building blocks, chiral auxiliaries, natural product synthesis, and custom synthesis for late-stage functionalization. Its ability to direct asymmetric synthesis at extremely low loadings means better throughput and sharper reaction monitoring, particularly in settings where a missed stereochemical assignment might prompt regulatory delays.
In the high-stakes world of medicinal chemistry, labs stake their success on ligands that don’t slip just because a metal source changes lot or a temperature ramps a little faster than expected. PfPBOX produces reactivity profiles that make scale-up less daunting. Where BOX ligands sometimes wobble—especially at larger scales grappling with stirring, hot-spot, or purity issues—this tridentate system clings to its configurational fidelity and enables sharp, reliable output.
Compounds with similar IUPAC names may line up on search results, but small differences in isomeric excess, trace byproduct, or crystal habit reveal a lot about the origins of those batches. Standing inside our lab, surrounded by glass and steel, a technician tunes each step with the same care as a master distiller sampling whiskey: too much speed or unchecked conditions, and the character bends in ways a smell can sometimes detect before an instrument does.
We watched as ligands with nominally identical structures crumbled in sensitive syntheses—a lot from an external supplier arriving with just under the real S:R chiral ratio, or showing broad melting point ranges. Our in-house tolerance for those slips sits low. Only with ruthless scrutiny at every stage—from HPLC to chiral titration and Karl Fischer assessment for moisture—do we allow a product to ship that will survive the gauntlet of real-life asymmetric catalysis. The small amount of extra effort during our manufacture means our customers report fewer headaches, less error tracing, and above all, cleaner end-products.
In recent years, pressure grows to cut process times or squeeze out extra yield by cutting corners on purification or pushing throughput. Our own yield targets matter, but not at the expense of downstream performance. Cutting-edge applications in catalysis, whether in a research pilot lab or a kilo plant, depend on tight control—not just of the final product, but every precursor, reagent, and solvent. For 2,6-Bis[(S)-4-phenyloxazolin-2-yl]pyridine, yield optimism never eclipses our focus on chiral homogeneity. Faster does not always mean better, especially in a field where a blip in starting material purity can result in costly cascade failures midway through synthesis.
Chemists using this ligand in exploratory research or scale-up projects rarely call to praise a generic “spec”; they call back because the vial in hand outperformed last year’s order from a non-specialist supplier. Every member of our production floor takes those calls personally, striving to keep the high, reproducible standard that separates workhorse ligands from bench curiosities. The difference remains obvious in repeat orders and those off-the-record notes from industry partners who went back to our material after other batches let them down.
Single-lot success can mislead both manufacturer and end user. Sustainable innovation comes from the sort of boring reliability only achieved with rigorous, skilled labor at every checkpoint. Our facility doesn’t just monitor the main product—it tracks mother liquors, filters, and every solvent drum that touches the process. That vigilance pays off when chemists run scale-up trials with our 2,6-Bis[(S)-4-phenyloxazolin-2-yl]pyridine and see identical chromatograms no matter the season or lot number.
This culture of accountability traces back to hard lessons. In earlier years, variability in raw racemic phenyloxazoline stock taught us that even minute optical impurity leads to greater purification burdens later on, with higher solvent usage and less robust outcomes. Our investment in tighter chiral resolution and more controlled phosgenation conditions protects our customers from scrambling to “fix” their synthesis because an intermediate fell outside known parameters.
A forward-looking approach keeps our bench scientists close to the community of chemists who rely daily on 2,6-Bis[(S)-4-phenyloxazolin-2-yl]pyridine. When researchers report a result outside the mean, we respond by tracing back to the original process log, sample archive, and third-party analytical run. These lessons turn directly into changed protocols—maybe tweaking dry-down temperatures, or shifting from one solvent system to another after an unexpected crystallization hiccup.
Several years ago, feedback from a pharma research customer uncovered a subtle interaction with a new-generation heterogeneous copper catalyst. Working together, we adjusted our purification, removing a trace impurity that had escaped routine detection but interfered at very low catalyst loadings. That direct scientist-to-scientist exchange, based on trust rather than claims, closes the loop between manufacturer and innovator. It also ensures that future scientists using our ligand encounter even greater transparency about what lies inside every bottle.
Countless competitors manufacture similar-looking tridentate ligands, yet subtle defects appear at the critical moments—maybe in optical purity, solubility, or the physical look and feel of the sample. Experience tells us that confidence in a reaction outcome comes from knowing the supply chain and trusting that the people who made the ligand have skin in the game. Behind every gram of our PfPBOX lies a host of hours tracking, verifying, and safeguarding the product against drift in even one analytical parameter deemed essential by synthetic chemists.
Customers often reach out about how our 2,6-Bis[(S)-4-phenyloxazolin-2-yl]pyridine compared with off-the-shelf BOX derivatives in actual reaction schemes. The feedback repeatedly points to less baseline drift on chiral HPLC, no unusual signals in NMR, and consistent behavior even as reaction conditions scale up from milligram-through gram-scale. For N-heterocyclic ring construction, enantioselective C–C coupling, or target molecule assembly, this translates to fewer variable days at the hood and more time executing core research.
Manufacturing fine chemical ligands only works if we keep learning from both the market and the science. Routine production reviews dig into every observed failure—whether a melted cap or an off-grade batch from the wrong nitrogen blanket—and translate quickly into action. Our inquiries run deep, not because we’re chasing a quota, but to ensure nothing leaves our site unless it adds concrete value to the expert hands that will use it.
Partnership means more than shipping a drum with a certificate of analysis. Our technical team remains available to help troubleshoot any challenge, drawing on lessons learned from decades at the bench. Chemists themselves set the agenda; their needs become the basis for every running change and next-generation process. This relationship pays off when users see a shift in expected selectivity, or request advice on optimizing a new catalytic reaction—knowing that our knowledge extends as far as the reactions themselves.
Some companies ship boxed reagents looking for quick turnover. From our very first run, we took a different approach. Instead of merely meeting minimum purity and configuration requirements, each kilogram comes with accumulated wisdom—data and real-world use, not just on-paper numbers. The unique tridentate structure couples with high enantiopurity and targeted batch analysis to produce real, actionable results in asymmetric synthesis.
The largest difference emerges in customer testimonials that circle back months or years after a successful campaign. Reproducibility, clarity in analytical readouts, and minimized out-of-specification product tell their own story—these outcomes grew from choices not to rush, to skip corners, or to brush off production issues as “rare events.” Every gram represents a standard set by working chemists, not by spreadsheet targets.
Making 2,6-Bis[(S)-4-phenyloxazolin-2-yl]pyridine means placing quality above shortcuts. Our team knows the customers by their first names—and often by the critical reactions riding on the success of a single ligand. Through careful process control, deep investment in analytics, and an open mind to user feedback, we ensure that novel discoveries, rigorous scale-ups, and even unexpected breakthroughs don’t stall for lack of a reliable, high-performing ligand.
From the first order to the latest kilo-run shipped, our dedication to craft and scientific partnership shapes everything we do. 2,6-Bis[(S)-4-phenyloxazolin-2-yl]pyridine becomes more than a chemical—it's a statement of quality, repairable only by the vigilance and pride running through every technician, chemist, and scientist along our line.