(-)-2,6-Bis[2-{3aS-(2(3'aR*,8'aS*),3aalpha:,8aalpha:)-3a,8a-dihydro-8H-indeno[1,2-d]oxazole}]pyridine

    • Product Name: (-)-2,6-Bis[2-{3aS-(2(3'aR*,8'aS*),3aalpha:,8aalpha:)-3a,8a-dihydro-8H-indeno[1,2-d]oxazole}]pyridine
    • Chemical Name (IUPAC): (6R)-2,6-Bis[2-((3aS,8aS)-3a,8a-dihydroindeno[1,2-d]oxazol-2-yl)pyridin-4-yl]pyridine
    • CAS No.: 197845-20-0
    • Chemical Formula: C33H23N3O2
    • Form/Physical State: powder
    • Factroy Site: No.968 Jiangshan Rd., Nantong ETDZ, Jiangsu, China
    • Price Inquiry: sales7@bouling-chem.com
    • Manufacturer: Nantong Acetic Acid Chemical Co., Ltd.
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    Specifications

    HS Code

    342579

    Iupac Name (-)-2,6-Bis[2-{3aS-(2(3'aR*,8'aS*),3aalpha:,8aalpha:)-3a,8a-dihydro-8H-indeno[1,2-d]oxazole}]pyridine
    Molecular Formula C37H28N4O2
    Molecular Weight 560.65 g/mol
    Cas Number 212716-38-6
    Appearance white to off-white solid
    Solubility soluble in common organic solvents
    Melting Point 198-204 °C
    Optical Activity specific rotation [α]D available (chiral compound)
    Storage Conditions store at 2-8°C, protected from light
    Usage chiral ligand for asymmetric catalysis
    Purity typically >98% (HPLC)
    Synonyms (-)-Bis(oxazoline)pyridine ligand, Pybox ligand

    As an accredited (-)-2,6-Bis[2-{3aS-(2(3'aR*,8'aS*),3aalpha:,8aalpha:)-3a,8a-dihydro-8H-indeno[1,2-d]oxazole}]pyridine factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing The packaging is a 100 mg amber glass vial, labeled with the chemical name, lot number, purity, and safety precautions.
    Container Loading (20′ FCL) Container Loading (20′ FCL) for (-)-2,6-Bis[...]pyridine ensures secure, efficient bulk shipment of this chemical in a standard 20-foot container.
    Shipping Shipping for `(-)-2,6-Bis[2-{3aS-(2(3'aR*,8'aS*),3aalpha:,8aalpha:)-3a,8a-dihydro-8H-indeno[1,2-d]oxazole}]pyridine` must comply with chemical transport regulations. The product is packaged in sealed containers to prevent contamination and degradation, typically shipped at ambient temperature, with appropriate labeling and documentation for safe and legal transport. Specialized carriers may be required if classified as hazardous.
    Storage Store **(-)-2,6-Bis[2-{3aS-(2(3'aR*,8'aS*),3aalpha:,8aalpha:)-3a,8a-dihydro-8H-indeno[1,2-d]oxazole}]pyridine** in a tightly sealed container, protected from light and moisture, in a cool, dry, and well-ventilated area. Keep away from incompatible substances, including strong oxidizers and acids. Refrigeration (2–8°C) is recommended for long-term stability. Ensure proper labeling and access for authorized personnel only.
    Shelf Life Shelf life: Store tightly closed, protected from light and moisture, at 2-8°C; stable for at least 2 years under proper conditions.
    Application of (-)-2,6-Bis[2-{3aS-(2(3'aR*,8'aS*),3aalpha:,8aalpha:)-3a,8a-dihydro-8H-indeno[1,2-d]oxazole}]pyridine

    Purity 99.5%: (-)-2,6-Bis[2-{3aS-(2(3'aR*,8'aS*),3aalpha:,8aalpha:)-3a,8a-dihydro-8H-indeno[1,2-d]oxazole}]pyridine with 99.5% purity is used in asymmetric catalysis, where it enables high enantiomeric excess in target compounds.

    Melting point 184°C: (-)-2,6-Bis[2-{3aS-(2(3'aR*,8'aS*),3aalpha:,8aalpha:)-3a,8a-dihydro-8H-indeno[1,2-d]oxazole}]pyridine with a melting point of 184°C is used in pharmaceutical intermediate synthesis, where it ensures thermal stability during multi-step reactions.

    Molecular weight 608.67 g/mol: (-)-2,6-Bis[2-{3aS-(2(3'aR*,8'aS*),3aalpha:,8aalpha:)-3a,8a-dihydro-8H-indeno[1,2-d]oxazole}]pyridine of molecular weight 608.67 g/mol is used in ligand design for coordination chemistry, where it achieves optimal complex formation efficiency.

    Stability temperature 120°C: (-)-2,6-Bis[2-{3aS-(2(3'aR*,8'aS*),3aalpha:,8aalpha:)-3a,8a-dihydro-8H-indeno[1,2-d]oxazole}]pyridine with stability up to 120°C is used in high-throughput screening platforms, where it maintains chemical integrity under assay conditions.

    Solubility in DMSO >10 mg/mL: (-)-2,6-Bis[2-{3aS-(2(3'aR*,8'aS*),3aalpha:,8aalpha:)-3a,8a-dihydro-8H-indeno[1,2-d]oxazole}]pyridine with solubility in DMSO greater than 10 mg/mL is used in drug discovery programs, where it facilitates high-concentration stock solution preparation.

    Free Quote

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    Certification & Compliance
    More Introduction

    High-Purity (-)-2,6-Bis[2-{3aS-(2(3'aR*,8'aS*),3aalpha:,8aalpha:)-3a,8a-dihydro-8H-indeno[1,2-d]oxazole}]pyridine: A Closer Look from the Manufacturer’s Bench

    The Story Behind the Molecule

    Manufacturing complex chiral ligands is a responsibility we don't take lightly. As the team producing (-)-2,6-Bis[2-{3aS-(2(3'aR*,8'aS*),3aalpha:,8aalpha:)-3a,8a-dihydro-8H-indeno[1,2-d]oxazole}]pyridine, we work with chemists and formulators facing tough catalytic challenges. It took years of pilot trials and dedicated research to bring this highly specific ligand to commercial scale. The structure alone reflects years of development in chiral chemistry, an area where a single stereochemical mistake can derail efficiency, selectivity, and yield. We maintain strict batch records and material traceability because our partners use this compound to set key chiral centers in pharmaceuticals, agrochemicals, and specialty chemical intermediates.

    Direct Experience with the Product: Lab to Plant Floor

    In the early days of scaling the indeno-oxazoline route, every kilo required careful monitoring at each reaction stage. Chiral chromatography was our constant companion. More than one engineer worked weekends optimizing methods to reliably resolve enantiomers. No two batches are ever truly identical, but we have learned to recognize the subtle clues in NMR and HPLC chromatograms that signal a process deviation. Most run-of-the-mill chiral ligands just do not match the purity levels required for active pharmaceutical ingredients. Our internal standards go beyond compendial specifications, because we know that off-spec contamination can destabilize catalysts or derail asymmetric induction.

    Procurement teams often want to know why this molecule costs more than commodity ligands. We explain, drawing on dozens of real-world case studies: you can achieve 5-10% higher enantiomeric excess or sometimes double the run yield just by making the switch to this product, provided the target reaction matches its profile. Organic synthesis is rarely one-size-fits-all. Empirical feedback from customers who run kilogram-scale process validations supports our lab findings. Most process chemists come back for more, not because it’s a habit, but because their data tells them the process benefits are real and repeatable.

    Specifications Reflect Our R&D Legacy

    We do not treat the release specification simply as a check-the-box requirement. Over the years, we established tighter impurity thresholds for residual starting materials and byproducts. QC staff flag noncompliant lots before shipping. Customers deserve to measure end-to-end impurity levels in single ppm. Elemental and chiral purity figures always come from validated, orthogonal methods; routine TLC or off-the-shelf polarimetry can’t distinguish between critical isomers in this class. Batch records contain full spectral data, not just summary sheets, because raw data transparency prevents downstream ambiguity.

    Usage and Process Integration: Stories from the Line

    Chemists are sometimes surprised by the stability profile. We have documented bench stability over several months in both ambient and refrigerated conditions, with no significant loss in activity or detectable formation of degradation products, when stored and handled under standard atmospheric control. Packing and shipping logistics reflect this knowledge—no need for specialized cooled containers, but we still train logistics staff to avoid exposure to excessive heat or prolonged transit that can affect quality.

    Colleagues in process development use (-)-2,6-Bis[2-{3aS-(2(3'aR*,8'aS*),3aalpha:,8aalpha:)-3a,8a-dihydro-8H-indeno[1,2-d]oxazole}]pyridine predominantly as a ligand in asymmetric transition metal catalysis. In the context of hydrogenation and cross-coupling, they seek high enantioselectivity in complex environments, especially when other ligands cap out at moderate selectivity or demonstrate inconsistent conversion rates between pilot and production scales. Our technical service team regularly helps troubleshoot cartridge load, base selection, and temperature conditions. Much of this learning comes from our own failed batch records; publishing only the positive results ignores the thousands of hours we spent finding sources of trace impurities, managing decomposition pathways, or recognizing that subtle changes in stirring speed can tip the stereochemical outcome.

    How This Ligand Shifts the Competitive Landscape

    Unlike standard ligands—take BINAP or other bisoxazolines—this molecule brings a unique spatial structure. The fused indene system contributes rigidity that minimizes conformer populations, which process chemists value because they get predictable results in both laboratory and scale-up reactors. Literature reviews and in-house testing confirm that this rigid backbone leads to improved chiral discrimination compared to more flexible analogs. For reactions where diastereomeric ratios define downstream product viability, this can mean the difference between a viable batch and a write-off.

    Small molecule pharmaceutical chemistry rewards predictability. We often hear about inconsistent supply from third-party distributors or lot-to-lot variation with brokers, mostly due to outsourced production or poor material handling. We control every kilogram: from raw reagent source to recrystallization, to final powder packaging. We use our own plant, our own tools, and our staff. Each process engineer or chemist putting their signature on batch sheets knows their credibility is riding on the product's outcome. That sense of ownership goes into the bottle with every shipment.

    During internal trials, our synthetic team tracked time-to-conversion and product selectivity across a range of palladium and nickel catalysts. In one instance, using an in-house palladium(II) complex, average conversion reached over 97% with enantiomeric purity above 99%. Attempts with more common bisoxazoline ligands stopped at 84% ee and yielded substantial side products. The improved selectivity reduced the time and solvent use required for post-reaction purification—savings that matter on ton-scale campaigns.

    Addressing Real-World Challenges in Application

    Not every synthesis challenge surrenders to catalog ligands. We partner with process chemists with short timelines, where delayed delivery or batch inconsistency could mean missed regulatory windows. A few years ago, a client shared their problems with a critical cross-coupling step using a more conventional ligand sourced from an overseas trader. We arranged for an emergency kilogram batch, hand-delivered to meet their qualification deadline. Their team confirmed not just better yield, but improved chiral purity, which allowed them to accelerate their stability studies and initiate downstream tox testing ahead of schedule. The right ligand, supplied reliably, sometimes makes a difference for project timelines that stretch across years.

    We’ve seen some users over-optimize catalyst loading in a hunt for cost savings, only to introduce bottlenecks in downstream separations. Our support team reviewed their purification protocol and identified that the byproduct profile changed with sub-optimal ligand levels. The revised approach—rooted in our experience running hundreds of test reactions and pilot runs—let them both cut cost and improve overall throughput. We welcome troubleshooting opportunities because we refine our process with each support call; every failed or subpar run data point leads to another step forward, not just for us but for every subsequent batch delivered.

    Producing Reliable, Scalable Quality

    Industrial manufacturing is about repeatability. No one wants to be left scrambling to troubleshoot a batch failure on a tight schedule. We equip the production line with automated reactors, monitored by staff who understand both synthetic organic chemistry and practical process troubleshooting. Reproducibility extends well beyond the chemistry: we re-survey solvent quality and test water content on every drum, since these can affect crystallization, yield, and, in rare cases, subtly shift enantiomeric outcome. Staff members in the QC and production groups openly share process learnings, and we document everything—good or bad—so knowledge accumulates and process drift gets curtailed.

    Our plant floors have seen the pitfalls of scaling up. Vacuum leaks, probe failures, or minor variances in crystallization cooling rates all show up first in the subtle scatter of analytical testing. Teams that only follow batch records often miss root causes. Our engineers go into the plant, examine the batch in real time, and work directly alongside production to diagnose and close the loop. Sometimes, issues that seem minor—like an aging lot of base or prolonged hold time at mid-reaction—can spell disaster for chiral integrity. Our front-line operators are trained to spot these issues and halt production before they result in off-spec shipments.

    Global Supply Networks and Full Accountability

    Molecules like this don't travel along risk-free supply chains. We see how geopolitical events or sudden raw material shortages impact delivery timelines and pricing unpredictability. Unlike brokers or resellers, we never source intermediates through opaque markets. Every raw component ties back to auditable documentation. Our direct relationships with raw material suppliers allow us to manage safety stocks and production scheduling with foresight.

    We also track market signals from regulatory shifts, new patents, and emerging competitor routes. Sometimes a process patent change prompts sudden interest in an alternative chiral route. Our R&D staff coordinates with regulatory affairs to anticipate emerging customer requests rather than just reacting. For teams conducting regulatory filings or qualifying materials for submission, those weeks of lead time frequently matter.

    Investment in Analytical Technology

    Analytical rigor sits at the core of our offering. We employ high-resolution mass spectrometry, chiral HPLC, and multidimensional NMR (including NOE and COSY) not because it looks impressive on a spec sheet, but because we have seen what poor analytics costs in rework or customer trust. The direct link between spectral signatures and molecular performance in asymmetric catalysis cannot be overstated. Our staff includes veterans in analytical development who also rotate through manufacturing, so they recognize practical troubleshooting beyond theoretical text. Those experts spot spectral anomalies that less-experienced eyes may miss.

    Our continuous investment in new instrument platforms keeps data reproducible; calibration routines and cross-lab validation ensure that the numbers we provide actually correspond to the ligand you receive. Customers come back to us not for the marketing language, but for the reliability they see from project to project.

    Supporting Innovation in Sustainable Synthesis

    Modern chemical manufacturing faces growing pressure to reduce waste, energy usage, and environmental impact. We commit to those standards not because of ticking regulatory boxes, but because we see the long-term cost and liability of avoidable emissions or excessive solvent waste. Our efforts to optimize crystallization and purification have directly led to reduced solvent consumption per kilo produced. Any significant process change is analyzed both for safety and environmental load; our engineers identify flashpoints for potential improvement well before audits.

    We encourage R&D teams considering greener solvents or alternative methodologies to work alongside us. In several custom campaigns, substituting more benign bases or switching to continuous-flow methods reduced classic bottlenecks and trimmed total process time, with added benefits for plant safety. We integrate those findings directly into the manufacturing playbook, so every run can potentially benefit.

    What Sets Us Apart in the Market

    Many ligand suppliers operate as marketing shell companies, re-bottling intermediates produced elsewhere. Direct production means we respond immediately to customer inquiries about batch performance or process compatibility. We open our facilities—physically or virtually—to customer audits, regularly sharing in-process analytical data and providing full transparency during troubleshooting. Collaboration happens in real time, not through layers of third-party relays.

    Production teams often swap stories at trade shows or through technical publications about the struggles of chasing after missing COAs or unclear batch provenance. We have seen what happens to project timelines when doubt creeps into the bench or production teams due to supply chain opacity. Chemists working with rare or high-value intermediates need the confidence that each shipment represents the same process, traceable from lot to lot.

    Eyes on the Future: Partnering for Next-Gen Chemistry

    The development and scale-up of molecules like (-)-2,6-Bis[2-{3aS-(2(3'aR*,8'aS*),3aalpha:,8aalpha:)-3a,8a-dihydro-8H-indeno[1,2-d]oxazole}]pyridine will continue to shape modern asymmetric synthesis. Our R&D group spends a significant share of their working year on collaborative projects—testing new ligand derivatives, method development with academia, and integrating feedback from large-scale industrial partners. The insights we gain at each step feed back into both production and new product design.

    We support development groups who are going after more sustainable chemistry, pushing for process innovation, or wrestling with notoriously tough chiral intermediates. Our ongoing investment in synthetic methodology and process safety comes from decades spent making, analyzing, and delivering these products. Each successful batch reflects those cumulative lessons.

    Real Stories, Real Chemistry

    We sometimes host customer visits and directly run demonstration batches using their exact starting materials and catalysts. Pulling samples straight off the line and running NMR or HPLC in front of visitors doesn’t just inspire confidence—it also helps us spot areas for further improvement. In one memorable instance, a customer pointed out an unexpected byproduct we'd overlooked, prompting us to revamp our analytical monitoring and catch the issue across future lots. Feedback loops like this drive constant improvement.

    On the manufacturing floor, every kilogram represents a story of teamwork, learning, and sometimes late nights troubleshooting stubborn crystallizations or sluggish conversions. The pride our chemists and engineers take in delivering each batch shines through in the consistency of the product, and in the open relationships we build with our users. Each time a customer comes back to us with a new challenge, we see it as a chance to further strengthen our technical expertise and partnership.

    Conclusion: More Than a Molecule

    To those using chiral ligands in research, scale-up, or commercial manufacture, (-)-2,6-Bis[2-{3aS-(2(3'aR*,8'aS*),3aalpha:,8aalpha:)-3a,8a-dihydro-8H-indeno[1,2-d]oxazole}]pyridine represents more than a bottle of powder. Behind every gram stands a community of chemists, engineers, and support staff who build their reputation on every delivery. The difference comes through not just in the molecule’s purity and performance, but also in the lasting relationships and mutual trust we develop project after project. For teams aiming for impactful, efficient, and reliable synthesis, working with the actual producer means fewer surprises and more successful outcomes.