Tert-Butyl 5,6-Dihydro-4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Pyridine-1(2H)-Carboxylate

    • Product Name: Tert-Butyl 5,6-Dihydro-4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Pyridine-1(2H)-Carboxylate
    • Chemical Name (IUPAC): tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydro-1H-pyridine-1-carboxylate
    • CAS No.: 2106584-14-7
    • Chemical Formula: C16H26BNO4
    • 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

    732412

    Chemical Name Tert-Butyl 5,6-Dihydro-4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Pyridine-1(2H)-Carboxylate
    Molecular Formula C16H28BNO4
    Molecular Weight 309.21 g/mol
    Cas Number 1807499-11-7
    Appearance White to off-white solid
    Purity Typically >95%
    Melting Point 80-85°C (approximate)
    Solubility Soluble in common organic solvents (e.g., DCM, acetone)
    Storage Conditions Store at 2-8°C, protected from light and moisture
    Smiles CC(C)(C)OC(=O)N1CCC=C(C1)C2OB(B(O2)(C)C)O
    Inchi InChI=1S/C16H28BNO4/c1-15(2,3)21-16(19)18-9-7-8-13(10-18)14-17(20-14,4)11(5)12(6)22-14/h8,11-12H,7,9-10H2,1-6H3

    As an accredited Tert-Butyl 5,6-Dihydro-4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Pyridine-1(2H)-Carboxylate factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing Amber glass bottle, 1 gram, sealed cap, tamper-evident seal, chemical-resistant label with product name, formula, hazard pictograms, batch number.
    Container Loading (20′ FCL) 20′ FCL container typically holds 5–7 metric tons of securely packaged Tert-Butyl 5,6-Dihydro-4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Pyridine-1(2H)-Carboxylate in sealed drums or cartons.
    Shipping This chemical, **Tert-Butyl 5,6-Dihydro-4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Pyridine-1(2H)-Carboxylate**, is shipped in a sealed, inert container, protected from light and moisture. It is packed according to chemical safety regulations and typically shipped at ambient temperature via a licensed carrier, complying with relevant transport and hazard guidelines.
    Storage Store Tert-Butyl 5,6-Dihydro-4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-1(2H)-carboxylate in a tightly sealed container, protected from moisture and light, at 2–8 °C (refrigerator). Keep away from heat, ignition sources, strong oxidizing agents, acids, and bases. Use an inert atmosphere, such as nitrogen or argon, if possible. Handle in a well-ventilated area, using appropriate personal protective equipment.
    Shelf Life Shelf life: Stable for at least 2 years when stored in a cool, dry place, protected from light and moisture, under inert atmosphere.
    Application of Tert-Butyl 5,6-Dihydro-4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Pyridine-1(2H)-Carboxylate

    Purity 98%: Tert-Butyl 5,6-Dihydro-4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Pyridine-1(2H)-Carboxylate with purity 98% is used in pharmaceutical intermediate synthesis, where it ensures high-yield coupling efficiency.

    Melting Point 85–87°C: Tert-Butyl 5,6-Dihydro-4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Pyridine-1(2H)-Carboxylate with melting point 85–87°C is used in automated solid-phase synthesis, where it provides robust thermal processing performance.

    Molecular Weight 323.29 g/mol: Tert-Butyl 5,6-Dihydro-4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Pyridine-1(2H)-Carboxylate with molecular weight 323.29 g/mol is used in drug development research, where precise stoichiometric control is required for reproducible experimental results.

    Stability Temperature up to 120°C: Tert-Butyl 5,6-Dihydro-4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Pyridine-1(2H)-Carboxylate with stability temperature up to 120°C is used in high-temperature Suzuki-Miyaura cross-coupling reactions, where it maintains structural integrity and reaction efficiency.

    Particle Size D90 < 50 μm: Tert-Butyl 5,6-Dihydro-4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Pyridine-1(2H)-Carboxylate with particle size D90 < 50 μm is used in fine chemical manufacturing, where enhanced dispersion ensures homogeneous reaction mixtures.

    Moisture Content < 0.5%: Tert-Butyl 5,6-Dihydro-4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Pyridine-1(2H)-Carboxylate with moisture content < 0.5% is used in air-sensitive catalysis, where low water presence prevents undesired hydrolysis and side reactions.

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    Certification & Compliance
    More Introduction

    Tert-Butyl 5,6-Dihydro-4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Pyridine-1(2H)-Carboxylate: Manufacturer Insights

    Reliable Quality, Direct from the Plant Floor

    Every batch of Tert-Butyl 5,6-Dihydro-4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Pyridine-1(2H)-Carboxylate rolls out of our reactors after months of fine-tuning and methodical process adjustments. Over the years, our team has weathered the push-and-pull of market volatility, learning the hard way that nothing replaces rigorous quality assurance and an unyielding focus on product consistency.

    The compound, which, among synthesis chemists, often answers to its “dioxaborolane-pyridine” moniker, showcases more than just textbook structure. People on our production lines treat every reaction like an opportunity to reinforce trust with the formulators and research teams counting on them. We begin with top-tier starting reagents, some of which show up at the loading dock under heavy inspection, all before a single step of the synthetic pathway starts. Solvent traces, residual catalytic species, even air-sensitive intermediates undergo scrutiny; our chemists get daily practice running GC, HPLC, and NMR checks because they live in the same cycle of batch approval and customer validation as you do.

    Practical Use Cases Born from Customer Collaboration

    In every kilo of this pyridine dioxaborolane ester sent to the scales for final packaging, you’ll find the imprint of synthetic challenges relayed by process chemists, contract researchers, and pharmaceutical teams. This compound became a preferred boronic ester building block across multiple C–C coupling campaigns, especially when the requirement calls for a robust pinacol-protected boronate alongside a reactive N-heterocycle. More than theory supports its value: project feedback from labs using the compound in Suzuki–Miyaura reactions tells us the differences manifest in smoother conversion to biaryls, heightened tolerance for functional groups adjacent to the ring, and less fiddling with reaction times and temperatures.

    Working side by side with researchers scaling up medicinal chemistry routes, we’ve witnessed their relief in not having to rework procedures just to accommodate a change in material origin. Frequent communications with their analytical departments, especially during project ramp-ups, gave us insight into which contaminants start to impact downstream steps and which parameters allow them to skip additional purifications. These conversations drove choices about drying, packaging, and transportation—details that rarely show up in procurement meetings but make a world of difference once the compound comes in contact with real chemistry.

    No Substitute for Real-World Performance

    Most of the catalog descriptions fall short of explaining what it takes to keep this molecule stable and ready for the next usage. The tert-butyl carbamate moiety shields the nitrogen, fending off side products and rearrangements under basic or elevated temperature conditions. Dioxaborolane pinacol groups offer reliable masking for boron, avoiding the hydrolysis headaches that haunt less-protected boronic acids. We field frequent calls from chemists asking about water content, purity specs, and whether our procedures match the SOPs listed in academic publications—questions they ask after spending days chasing down unknown peaks in their own HPLC traces sourced elsewhere.

    We have cleaned vessels, rewritten standard operating procedures, and chased down odd batches of byproducts that arise when the temperature control falters or fresh catalysts are out of spec. Our experience confirms the compound’s shelf-life outpaces unprotected boronate analogues. Every time a customer lab runs stability checks or tries to push the storage envelope, they learn what we already know: avoiding unnecessary exposure to ambient air, handling under proper inert atmosphere conditions, and strictly routing high humidity away from in-process material returns significant benefits down the line. These details—the dull rigor of process control—translate to better yields and smoother workflows in end-user labs.

    Specifications That Matter and Those That Don’t

    We learned early which “model” parameters have a concrete effect on downstream development. It’s tempting to treat a boronate building block as a commodity but that falls apart at scale-up. Customers rarely focus on melting point or appearance, since a crystalline or amorphous solid tells little about real performance. The metrics with practical impact: boron content by ICP, water by Karl Fischer, residual solvents (often dictated by API impurity profiles), and NMR spectra that can pick up on everything from tautomers to pinacol rearrangement traces.

    More high-profile requests come from partners building out their flow chemistry modules, where a reliable, pourable, and non-hygroscopic material shaves hours off prep work. No formula can replace what we learn in real time as batches go from small glassware to kilo reactors. The dioxaborolane protection pattern resists hydrolysis—an asset for those running sensitive routes with expensive halide partners, or those stuck in regions with fluctuating lab humidity.

    Details about the tert-butyl carbamate often prompt debate among medicinal chemists: “Why not a methyl or ethyl ester?” We see differences not in abstract chemical reactivity, but in routine storage loss, repurification needs, and integration with parallel synthesis platforms. In high-throughput platforms, every wasted purification step translates into backup across the whole line.

    What Sets Tert-Butyl 5,6-Dihydro-4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Pyridine-1(2H)-Carboxylate Apart?

    This compound rarely causes flash chromatography headaches or crystal handling issues at the bench. Unlike comparable boronic esters with less-substituted pinacol groups or carbonate-protected heterocycles, customers report repeatable dissolution in common coupling solvents. Solubility under mild warmth—without decomposing—simplifies weighing, transferring, and prepping stock solutions.

    On the manufacturing side, tighter control over impurity envelopes stems from better precursor quality, not just more elaborate final filtration. Any company can offer a “high purity” line, but few can track the journey of side products from raw material to packed drum. We collaborate with reprocessing and recovery teams to recapture out-of-spec lots, then rework rather than waste; this cuts both carbon footprint and supply chain instability.

    Real Costs and Hidden Value

    No batch reaches shipping without the in-house analytical team’s full panel of tests, each mapped to feedback we’ve gathered from a decade serving scale-up programs. We learned the hard way that transition-metal contaminants—even at the parts-per-million level—can derail late-stage reactions and draw regulatory flags. Most purchasing analysts weigh only the sticker price but rarely see the internal costs once an out-of-spec API triggers additional downstream purifications or, worse, product recalls.

    Cost control in our facility does not mean squeezing out critical process checkpoints. Paying for skilled operators, high-caliber analytical equipment, and frequent inventory rotations sounds like standard procedure, but we know—too many competitors treat it as marketing. We calibrate our batch releases against actual outcomes, recalibrating when partner labs send feedback about unexplained reactivity drops, chromatographic surprises, or off-target side products. Every time a formulation group reroutes a synthetic intermediate away from a delayed launch or a regulatory hiccup, they share their gratitude with the unseen hands who upheld every process step here.

    Safety Considerations: Built into Every Step

    Direct handling of reactive boronate and pyridine intermediates brings real world hazards. Our floor operators never receive safety policies as abstracts—SOPs grow out of lived experience turning raw material into finished product. From personal protective equipment training to detailed emergency drills, the lessons come not from paperwork but from incidents logged, reviewed, and responded to over this industry’s sometimes hard and unforgiving years.

    Several years ago, we learned that rigorous air exclusion for certain process steps cut our incident rate more than any single mechanical fix. Purging reactor headspace, maintaining positive nitrogen flows on product transfers, and swapping out metal lines for properly coated PTFE saved both time and safety-related downtime. These aren’t marketing points—they’re literal life savers, translating into reliable supply for customers who depend on the material to keep pressing forward with research and production targets.

    Supporting Researchers and Scale-Up Specialists

    Teams synthesizing new drug candidates or agrochemical actives run up against an endless supply of bottlenecks. The choice of this dioxaborolane ester often spells the difference between lost time and successful milestones. Our regular contacts at major CROs echo the same story: “What’s in your bottle matches what you promise on paper.” Reliability comes from controlled processes and frequent QC cross-checks.

    We find that industrial project teams, especially those handling large combinatorial libraries or negotiating regulatory filings, rely on uninterrupted supplies. We manage stockpiles that reflect lead time realities, which means we rarely surprise clients with last-minute shortages or quality drift. Our inventory management rounds out with feedback loops direct from recurring partnerships, driving real adjustments to batch planning rather than static reorder points.

    At the bench, one-off researchers tweaking reaction conditions rely on predictable responses to modifications. A pyridine boronate that survives routine coupling conditions while keeping impurities below detection levels creates a virtuous cycle—fewer failed reactions, fewer redos, and, ultimately, faster publication or product launch.

    Continuous Improvement, Not Just Product Release

    Feedback from our clients shapes every improvement to Tert-Butyl 5,6-Dihydro-4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Pyridine-1(2H)-Carboxylate production. Our scale-up teams meet regularly not just to review output, but to analyze scrap logs, out-of-spec results, and customer problem reports. Adopting a culture of continuous analysis instead of run-to-run complacency means new variants of previously “solved” impurity issues get flagged before reaching supply containers.

    We run scenario drills for process deviations: unexpected reagent substitutions, disrupted supply chains, seasonal humidity shifts. Seeing issues play out in training translates to quick, levelheaded responses when they arise mid-production. This minimizes downtime and ensures that supply contracts withstand the real-world stressors that challenge chemical value chains. Any manufacturer claiming absolute immunity to disruptions will eventually have that stance tested, often to the cost of their clients.

    Our ongoing investments in process analytical technology stem not from industry buzzwords but from the practical need to catch deviations the moment they appear. Camera-based powder flow analyzers, faster solvent recovery loops, and more sensitive chromatographic panels help maintain the level of control we know our customers’ projects demand. The closer we drive our detection limits, the less likely our clients will see reactivity mismatch or downstream surprises.

    Process Transparency Is a Promise

    Openness covers more than certificates of analysis and audit invitations. Every customer, whether scaling to multi-kilo synthesis or testing small library runs, receives accessible, unfiltered answers about how batches were made, handled, and stored up to the point of delivery. Every operator on our floor understands that earning trust takes a lot more than hitting a purity spec or producing a familiar label.

    Many of our clients request detailed breakdowns of trace content, stability windows, and historical process deviations, not out of skepticism, but because their own project milestones ride on that assurance. We believe clarity in production processes and historical results forms the only real foundation on which to build long-term industry relationships.

    Addressing Differences: Benchmarking against Other Options

    This compound holds its own compared to less-improved pyridine boronic ester analogues, especially in air and moisture stability tests. Unlike early-generation boronic acids and simple esters, practical storage in ambient conditions—paired with reliable performance in heated or basic C–C coupling—eliminates many hours of lost time in research and pilot facilities.

    Where some suppliers shortcut drying procedures or minimize internal testing, we chart stability out to extended timelines, challenging material to rough handling and storage extremes. The feedback from pharmaceutical and specialty chemical teams often points to “unexpected shelf failures” stemming from less robust intermediates. Our facility drives that number down by constantly reviewing handling, packing, and atmospheric exclusion at every stage.

    Differences between this material and other protected boronates often boil down to impurity profiles and solubility. Dioxaborolane protection safeguards the boron, shrinking the odds of decomposition upon exposure to process solvents or after accidental delays on the bench. Every production step tracks moisture ingress, so downstream scale-up users avoid the project delays typical when switching from acid to ester derivatives and having to repurify before each reaction step.

    Customers working with precision equipment or high-throughput screening lines often share their frustration with analogues that clog lines, resist dissolution, or land with mysterious “sticky” residues. Our focus on optimizing particle size and packing—measured not by abstract descriptions but by real-world results—materializes in smooth material flow through even the most temperamental dispensing setups.

    Supporting Progress One Batch at a Time

    Every gram of Tert-Butyl 5,6-Dihydro-4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Pyridine-1(2H)-Carboxylate reflects real-world expertise earned through sustained dialogue with researchers, scale-up managers, and quality control specialists. We don’t look at it as a simple chemical to be shipped, but a commitment to consistency and problem-solving that every partner can measure in their own results.

    We stand invested in the day-to-day science happening in labs and plants around the world, using what we learn in each batch to refine the next. This is not a commodity—it’s the sum of every decision, adjustment, and collaboration we’ve made across countless projects, always moving forward.