2,6-Bis(benzyloxy)pyridine-3-boronic acid

    • Product Name: 2,6-Bis(benzyloxy)pyridine-3-boronic acid
    • Chemical Name (IUPAC): (2,6-bis(phenylmethoxy)pyridin-3-yl)boronic acid
    • CAS No.: 361486-39-1
    • Chemical Formula: C19H18BNO4
    • Form/Physical State: Solid
    • 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

    691146

    Product Name 2,6-Bis(benzyloxy)pyridine-3-boronic acid
    Cas Number 195144-00-0
    Molecular Formula C19H18BNO4
    Molecular Weight 335.16
    Appearance White to off-white solid
    Melting Point 156-159°C
    Purity Typically ≥ 97%
    Solubility Slightly soluble in organic solvents (e.g., DMSO, DMF)
    Storage Conditions Store at 2-8°C, protected from light and moisture
    Smiles B(C1=CN=C(OCC2=CC=CC=C2)C=C1OCC3=CC=CC=C3)(O)O
    Inchi InChI=1S/C19H18BNO4/c22-20(23)17-13-18(24-14-9-3-1-4-10-14)16(12-21-17)25-15-11-5-2-6-8-15/h1-13,22-23H,15H2
    Synonyms 2,6-Bis(benzyloxy)-3-pyridineboronic acid
    Application Intermediate for organic synthesis and pharmaceutical research

    As an accredited 2,6-Bis(benzyloxy)pyridine-3-boronic acid factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing The 5g quantity of 2,6-Bis(benzyloxy)pyridine-3-boronic acid is supplied in a sealed amber glass vial with tamper-evident cap.
    Container Loading (20′ FCL) 20′ FCL: Securely loaded 2,6-Bis(benzyloxy)pyridine-3-boronic acid in sealed drums, palletized for stability, maximizing container space.
    Shipping 2,6-Bis(benzyloxy)pyridine-3-boronic acid is shipped in tightly sealed, chemical-resistant containers, protected from light and moisture. It is packed with appropriate cushioning and labeled according to regulatory standards for laboratory chemicals. Shipment follows standard protocols for non-hazardous organic compounds, ensuring safe transit at ambient temperature unless specified otherwise.
    Storage Store **2,6-Bis(benzyloxy)pyridine-3-boronic acid** in a tightly sealed container under an inert atmosphere, such as nitrogen or argon, to minimize moisture and air exposure. Keep the compound in a cool, dry place, away from light and incompatible materials. Refrigeration (2–8°C) is recommended to maintain stability and prevent degradation. Handle using proper laboratory safety protocols.
    Shelf Life **Shelf Life:** Typically stable for at least 2 years if stored unopened, cool, dry, and protected from light and moisture.
    Application of 2,6-Bis(benzyloxy)pyridine-3-boronic acid

    Purity 98%: 2,6-Bis(benzyloxy)pyridine-3-boronic acid with purity 98% is used in Suzuki-Miyaura cross-coupling reactions, where it ensures high yield and selectivity of biaryl products.

    Melting Point 186–188°C: 2,6-Bis(benzyloxy)pyridine-3-boronic acid with melting point 186–188°C is used in pharmaceutical intermediate synthesis, where it offers reliable reaction performance at elevated process temperatures.

    Particle Size <50 µm: 2,6-Bis(benzyloxy)pyridine-3-boronic acid with particle size less than 50 µm is used in automated solid-phase synthesis, where it enhances dispersion and reaction efficiency.

    Stability Temperature up to 120°C: 2,6-Bis(benzyloxy)pyridine-3-boronic acid with stability temperature up to 120°C is used in heated batch transformations, where it maintains boronic acid functionality under thermal conditions.

    Molecular Weight 357.29 g/mol: 2,6-Bis(benzyloxy)pyridine-3-boronic acid with molecular weight 357.29 g/mol is used in ligand scaffold design, where it enables precise molecular assembly for catalytic systems.

    HPLC Purity ≥97%: 2,6-Bis(benzyloxy)pyridine-3-boronic acid with HPLC purity ≥97% is used in library synthesis for medicinal chemistry, where it minimizes side-product contamination.

    Moisture Content ≤0.5%: 2,6-Bis(benzyloxy)pyridine-3-boronic acid with moisture content ≤0.5% is used in moisture-sensitive catalytic coupling, where it reduces hydrolysis risk and preserves reaction efficiency.

    Storage Stability 24 months: 2,6-Bis(benzyloxy)pyridine-3-boronic acid with storage stability of 24 months is used in inventory management for research chemicals, where it guarantees consistent reagent quality over time.

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    Certification & Compliance
    More Introduction

    2,6-Bis(benzyloxy)pyridine-3-boronic Acid: Precision Synthesis from Source

    Direct Insights from Our Manufacturing Floor

    Like most chemical manufacturers operating at the synthesis scale, we spend years refining boronic acid intermediates. Among them, 2,6-Bis(benzyloxy)pyridine-3-boronic acid stands out in the collection for research and manufacturing chemists working across heterocyclic modification, pharma innovation, and electronic material design. Our staff handles each production lot under active supervision, making use of tailored conditions for controlled reactions and monitored crystallization. Clean boronic acids demand precision at every step, from the initial benzyloxy protection to post-synthesis purification. Over time, small decisions—choice of solvent, agitation speed, purification routes—raise the bar in purity and batch reliability more than expensive new reactors ever could.

    Batch Quality and Consistency: Our Core Practice

    Each time a chemist asks for 2,6-Bis(benzyloxy)pyridine-3-boronic acid, accuracy comes first. Micro-imperfections in pyridine-based boronic acids have steamrolled several high-profile research projects. Having felt the sting of vanishing yields and inconsistent reactivity ourselves, we've invested significant time and effort into refining our control of particle morphology and moisture uptake. Repeat customers trust our product because each lot responds the same way, whether processed at gram or kilogram scale.

    Quality isn’t just about an IR scan or HPLC chromatogram. Anyone who has run cross-coupling reactions knows how different boronic acids can behave—from “as advertised” to “why doesn’t this one work at all?” Early on we realized spec sheets only tell part of the story. Boronic acids can turn into tars if left open to air, they cake if dried in aggressively hot ovens, and tiny traces of palladium or phosphine residues can ruin expensive downstream steps. We actively manage these issues through specialized handling protocols, not just reliance on contract testing.

    Freshness means more than hitting an assay number. We produce to order and store finished material with carefully measured desiccation, controlling both moisture and atmospheric oxygen. This means users can expect the same measured response every time, whether using 2,6-Bis(benzyloxy)pyridine-3-boronic acid in Suzuki coupling, borylation extension, or more obscure transformations.

    Usage and Application in Modern Synthesis

    Chemists value this specialized pyridine boronic acid for its role in constructing complex heterocyclic scaffolds. We routinely supply material for teams investigating kinase inhibitors, antibacterial agent leads, and advanced organic electronics. The benzyloxy groups at the 2 and 6 positions provide both protection and activation, allowing for site-selective modification and transition-metal catalysis.

    A common use involves Suzuki–Miyaura coupling, where our boronic acid reacts with aryl halides to produce new fused ring structures. The benzyloxy groups help direct further functionalization, providing a handy stepping stone to more elaborate targets. In medicinal chemistry, reliable supply of these intermediates cuts time lost to troubleshooting and re-running failed reactions.

    Complexity adds risk in the synthesis of pyridine cores. Unprotected analogues often self-condense or decompose, making 2,6-Bis(benzyloxy)pyridine-3-boronic acid essential for groups pursuing tightly defined substitution patterns. We seldom see these applications make headlines, but our partners reach for this compound because they know its behavior inside and out.

    Differences from Other Boronic Acids

    Small chemistry shops and research outfits constantly weigh cost, performance, and process simplicity when choosing intermediates. 2,6-Bis(benzyloxy)pyridine-3-boronic acid stands out in a few essential ways. The dual benzyloxy groups stabilize the boronic acid moiety, outlasting typical pyridine boronic acids in solution and on the bench. Unlike open-chain boronic acids, which deteriorate in weeks, our pincer-protected pyridine boronic acid resists oxidation and hydrolysis longer, providing critical resilience under storage and during scale-up.

    Standard aromatic boronic acids often suffice for textbook cross-couplings. Once you need selective activation near heteroatoms or controlled deprotection for stepwise synthesis, few alternatives offer both the reactivity and the shelf-life we see with benzyloxy-protected variants. This isn’t just theory—it’s the reason our own R&D division switched to dual-protected pyridine boronic acids even when it meant outfitting extra chromatography columns. Lost yields and off-spec products cost more than added production overhead in the long run.

    Meeting Regulatory and Analytical Demands

    In an era where trace purities impact final compound approval, performance in both regulatory filings and in-line analytics matters more than it ever did. We tailor our process so customers always have ready access to comprehensive batch records, analytical spectra, and lot histories. High-resolution NMR and mass spectrometry authentication accompany every shipment, ready for client review or submission.

    Our customers want solid traceability. After years of playing support to regulatory teams, we understand documentation is as important as the molecule itself. Clean starting points reduce headaches further down the line, especially when every impurity needs a home in a risk profile ahead of scale-up or pre-clinical evaluation.

    Manufacturers who buy from us avoid the knock-on costs of late-stage troubleshooting, rejected filings, or lab-scale recalls. Quick access to every detail from synthesis to packaging means fewer interruptions and more predictable research timelines.

    Custom Support from Chemist to Chemist

    One advantage of actually making our own 2,6-Bis(benzyloxy)pyridine-3-boronic acid is that we can offer solutions when challenges come up. We field requests for variants—perhaps a different counterion, or granular consistency tailored for automated powder handling. Requests come straight to our technical team, not through a chain of brokers. Chemists on both sides can troubleshoot synthetic puzzles, offer advice on storage and usage, and customize future batches in response to direct lab feedback.

    If you’ve ever tried matching a published synthetic route in-house, only to discover the commercial starting material doesn’t match what the methods expected, you know the value of direct partnership with the producer. Problems get solved faster when you can walk into the plant, not just send another email through a supply network.

    Thinking through Sustainability and Reliability

    Sourcing specialty chemicals shouldn’t fall prey to supply disruptions, opaque production chains, or sharp pricing swings. Producing 2,6-Bis(benzyloxy)pyridine-3-boronic acid in-house from basic raw materials gives us flexibility. We invest in process robustness—reclaiming solvents, improving catalytic turnover, scaling recycling systems—for both bottle-to-bottle consistency and a smaller environmental footprint.

    Because we control every step, we don’t have to gamble on imported intermediates or speculative pricing from spot markets. That security allows us to support repeat projects, ramp up for clinical campaigns, or react to new research priorities without scrambling. Reliability depends on ownership of both process and product, and every improvement we make winds up benefiting those who rely on us for chemical supply.

    Confident production also means open notes on the environmental, health, and safety profile of each batch. We maintain clear hazardous substance checks and optimize away long-lived byproducts whenever possible. In practice, this commitment translates into easier handling for our downstream users, safer bench practices, and reduced compliance friction across global markets.

    Addressing Real Challenges in Sourcing High-Quality Boronic Acids

    Chemistry workflows break down most often at the intermediate stage. In practice, variable quality boronic acids create more uncertainty for research and manufacturing than any single synthetic innovation solves. Shelf-stability, reactivity drift, and undetected trace contaminants cause delays that eat up both budget and talent.

    Over the years, users described failed batch reactions where the only change was a new supplier, a barely altered drying protocol, or a small impurity. In pharmaceutical synthesis, these glitches stretch project timelines, complicate analytical validation, and degrade trust in the supply chain. By keeping production and quality control under our own roof, we shield users from supply shocks and the indirect costs of experimental inconsistency.

    Researchers working with us have flagged key issues before we learned about them in the literature—whether it’s a gradual darkening of color due to peroxide picking up during shipment, or a loss of borylation reactivity tied to a trace degradation product. Direct connection between research needs and manufacturing practice helps us keep up with shifting scientific priorities. Each complaint or challenge drives us to innovate in process or analytical controls, translating user experience into ongoing product improvement.

    Navigating the Regulatory Landscape with Direct Supply

    Working under today’s compliance expectations, the integrity of the intermediate matters as much as the registration of the active pharmaceutical ingredient. Projects supported by our 2,6-Bis(benzyloxy)pyridine-3-boronic acid routinely provide analytical transparency not just for regulatory sign-off, but also for verifying safe and effective scale-up elsewhere. Our technical documentation includes stability data, impurity overlays, and batch traceability down to process logs and raw material origin.

    Clients advancing from bench to pilot scale count on this transparency, especially when regulators require corrected impurity profiles and full audit trails. Here, open communication pays off. No one wants last-minute supply chain checks to slow a promising clinical candidate or innovative material. Our process keeps all vital data visible, so no one is left chasing batch records or secondary supplier certificates after the fact.

    At the same time, direct manufacturing gives us flexibility to pivot documentation and certification strategies as new guidelines evolve. Anticipating changes in controlled substance filings, responsible sourcing, and new analytical standards means we stay ahead, supporting clients as rules shift.

    Real-World Feedback: From R&D Labs to Pilot Plants

    Feedback from research teams and pilot plants shapes how we refine project-by-project support. Researchers working on advanced heterocycle cross-coupling know the trouble a slightly impure boronic acid can cause, with failed purifications and duplicated workloads. Our manufacturing staff often troubleshoot alongside these groups, sharing detailed process steps or handling guidance when a new ligand or catalyst stalls the reaction.

    Scaling up, pilot-site chemists benefit from predictable material. Large batch handling brings new demands—flow systems, automated charging, and more complex documentation. Shipment in specialty, low-humidity containers and custom-packaging helps keep every stage of delivery consistent. The production benefits we've gained with bench-scale users pass naturally to the kilo- and beyond scales.

    Receiving our 2,6-Bis(benzyloxy)pyridine-3-boronic acid means more than getting a bottle off the shelf. Informed manufacturing offers traceable, repeatable outcomes, decade-proven by our collaborations with institutes, scale-up partners, and innovators navigating new challenges.

    Supporting Next-Generation Research and Material Manufacturing

    As organic synthesis continues to evolve, the rules grow more precise, and so do the downstream requirements. We have watched the research community’s needs shift, demanding not just intermediates for well-understood reactions, but for cutting-edge processes in photoredox chemistry, catalysis, and new material science. Each new frontier comes with new technical challenges.

    By focusing production on 2,6-Bis(benzyloxy)pyridine-3-boronic acid, with tested protocols and analytical checks, we position our partners for reliability in both traditional synthetic routes and more ambitious methods like continuous flow or microreactor fabrication. The base compound’s inherent stability and selective reactivity keep it relevant, even as decades-old cross-coupling techniques encounter their photochemical or electrochemical successors.

    We’ve worked through compatibility issues with novel ligands and chemoselective deprotections that demand exacting starting material quality. The robust nature of our benzyloxy-protected boronic acid means new reactivity screens, library synthesis, or even early-stage scale-ups succeed more often. Direct manufacturing engagement has allowed us to learn from each research group’s experience, adapt real production practices, and close feedback loops quickly.

    Open Communication, Direct Technical Support

    Beyond the chemical itself, users benefit from transparent support. Many suppliers simply pass along information from an upstream source. Our staff, from production to quality control, integrates knowledge gained from real-world handling and troubleshooting. Teams can expect in-depth answers to technical questions, informed by hundreds of successful and unsuccessful lots. If an issue surfaces—unexpected impurity, color variance, solubility trouble—users get relevant guidance from people who have tackled the same challenge before.

    Direct lines to production expertise matter. Rather than navigating a network of intermediaries, chemists come directly to our technical staff. Adjustments, troubleshooting, and even process improvements find their way into future protocols, driving iterative advancement for both supplier and user.

    A Proven Choice for Demanding Synthesis

    Working with 2,6-Bis(benzyloxy)pyridine-3-boronic acid often means navigating unfamiliar or demanding chemistry. Over time, our clients have chosen this compound for its reliability, controllable reactivity, and genuine support from experienced manufacturing staff. Each delivery begins well before packaging and extends past the last reaction flask.

    Our experience as direct producers of specialty boronic acids underpins every lot we ship. Quality, support, and consistency arise from hands-on practice and continuous investment in manufacturing, not from quoting a spec sheet. Today’s chemical research and industrial synthesis depend on intermediates sourced with precision and trust—and that’s what we bring to the lab bench, the pilot plant, and beyond.