Tengfei Creation Center,55 Jiangjun Avenue, Jiangning District,Nanjing admin@sinochem-nanjing.com 3389378665@qq.com
Follow us:

Tert-Butyl 3-Bromoazetidine-1-Carboxylate

    • Product Name Tert-Butyl 3-Bromoazetidine-1-Carboxylate
    • Alias tert-butyl 3-bromo-1-azetidinecarboxylate
    • Einecs 821-665-7
    • Mininmum Order 1 g
    • Factory Site Tengfei Creation Center,55 Jiangjun Avenue, Jiangning District,Nanjing
    • Price Inquiry admin@sinochem-nanjing.com
    • Manufacturer Sinochem Nanjing Corporation
    • CONTACT NOW
    VTB
    Specifications

    HS Code

    511913

    Chemical Name Tert-Butyl 3-Bromoazetidine-1-Carboxylate
    Molecular Formula C8H14BrNO2
    Molecular Weight 236.11 g/mol
    Cas Number 1421373-65-6
    Appearance Colorless to light yellow oil
    Purity Typically ≥ 95%
    Solubility Soluble in common organic solvents (e.g., DCM, THF)
    Storage Temperature 2-8°C (refrigerated)
    Smiles CC(C)(C)OC(=O)N1CC(C1)Br
    Inchi InChI=1S/C8H14BrNO2/c1-8(2,3)12-7(11)10-4-6(9)5-10/h6H,4-5H2,1-3H3
    Synonyms 1-Boc-3-bromoazetidine

    As an accredited Tert-Butyl 3-Bromoazetidine-1-Carboxylate factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing
    Shipping
    Storage
    Application of Tert-Butyl 3-Bromoazetidine-1-Carboxylate

    Applications of Tert-Butyl 3-Bromoazetidine-1-Carboxylate in Industrial Manufacturing

    Tert-Butyl 3-Bromoazetidine-1-Carboxylate serves as an essential intermediate in multiple industrial sectors, supporting the synthesis of specialized fine chemicals, advanced pharmaceuticals, and innovative crop protection products. As a dedicated manufacturer, we supply this compound to numerous regulated markets, where strict compliance and technical precision are crucial throughout downstream applications.

    1. Active Pharmaceutical Ingredient (API) Intermediate for CNS Drugs

    Major pharmaceutical manufacturers use this compound during the synthesis of novel central nervous system (CNS) drug candidates, particularly for azetidine-based molecules under clinical development. Its role as a protected bromo-azetidine scaffold offers controlled reactivity, supporting late-stage derivatization to create functionalized heterocyclic structures. This step contributes to manufacturing efficiency, purity assurance, and streamlined regulatory submissions.

    Industry compliance standards

    • Current Good Manufacturing Practices (cGMP, ICH Q7)
    • USP General Chapter <923> Residual Solvents
    • EMA Guideline on Process Validation for Finished Products
    • FDA Guidance for Industry: Quality Considerations in Demonstrating Biosimilarity

    Typical usage ratio

    • Utilized in 0.2–0.8 molar equivalents per final API batch; precise ratio depends on substitution pattern and scale of the CNS drug synthesis route.

    Downstream process integration

    • Incorporated as a protected azetidine precursor during the lead optimization phase. Undergoes selective couplings or substitutions in stepwise batch reactors before deprotection and API isolation.

    Final product types

    • Benzazetidine CNS modulating agents
    • Azetidine-based neuroprotective APIs
    • Advanced research compounds for clinical trials

    2. Building Block in Custom Peptidomimetic Synthesis

    Synthetic and medicinal chemistry divisions source this specialty bromo-azetidine ester as a non-native amino acid mimic to introduce conformational constraints into peptide drug candidates. The tert-butyl carbamate group ensures compatibility with standard peptide coupling protocols while protecting the amine functionality until final deprotection, thus minimizing side reactions that reduce overall yield.

    Industry compliance standards

    • ICH Q11: Development and Manufacture of Drug Substances
    • ISO 9001:2015 Quality Management for Fine Chemical Manufacturing
    • REACH Registration (EC 1907/2006) for import into EU

    Typical usage ratio

    • Between 1 and 3 equivalents per peptide chain, based on desired azetidine-residue insertion frequency; dosage is customized depending on sequence complexity and downstream coupling efficiency.

    Downstream process integration

    • Engaged as a protected amino acid surrogate introduced via solid-phase peptide synthesis or solution-phase fragment assembly, followed by selective deprotection and further modification prior to final purification.

    Final product types

    • Peptidomimetic drug candidates targeting protease enzymes
    • Peptide-based inhibitors with structural rigidity
    • Custom research peptides for pharmacological screening

    3. Intermediate for Next-Generation Crop Protection Agents

    Agrochemical innovation labs leverage this bromo-azetidine as a key synthon when engineering azetidine-bearing compounds for pest management solutions. Its controlled halogenation allows for stepwise functionalization, leading to molecules that demonstrate targeted bioactivity with improved selectivity. Regulatory procedures demand compound traceability and adherence to agrochemical safety standards at each scale-up batch.

    Industry compliance standards

    • FAO/WHO Guidelines on Pesticide Specifications
    • OECD Principles of Good Laboratory Practice (GLP)
    • ISO 17025: Laboratory Quality for Agrochemicals
    • REACH Annex II Safety Data Sheet (SDS) protocols

    Typical usage ratio

    • Used at 0.5–1.5 equivalents per synthetic batch for lead compound development; ratio adjusted in pilot and commercial volumes according to route optimization and target active content.

    Downstream process integration

    • Introduced in protected bromo form during first- or second-generation intermediate formation, prior to selective carbon substitution or further halogen displacement through controlled batch processes.

    Final product types

    • Azetidine-substituted insecticides
    • Antifungal crop protection actives
    • Advanced seed treatment molecules

    4. Core Synthon in Advanced Material Science for Functional Polymers

    Advanced material manufacturers apply this compound as a precursor for designing functionalized monomers that impart azetidine motifs into specialty polymers and coatings. Its structure enables reactive embedding of bromo-azetidine moieties, offering improved cross-linking characteristics, tunable hydrophilicity, and unique mechanical properties in the resulting polymers.

    Industry compliance standards

    • ISO 14001:2015 Environmental Management
    • ISO 9001:2015 Quality Management for Polymer Manufacturing
    • REACH Registration and Compliance for Monomer Use

    Typical usage ratio

    • Added at 1–10% by weight in co-polymerization mixtures, depending on degree of structural modification required for material performance targets.

    Downstream process integration

    • Fed into pre-polymerization reactors as a functional monomer, then subjected to controlled temperature and catalyst regimes for copolymer formation with vinyl, acrylate, or epoxy partners.

    Final product types

    • Azetidine-functionalized adhesives
    • High-performance coatings
    • Specialty hydrogels and responsive materials

    5. Specialized Scaffold for Heterocyclic Library Synthesis in Drug Discovery

    Drug discovery organizations select this bromo-azetidine for rapid expansion of heterocyclic compound libraries used in high-throughput screening. Its well-defined protected azetidine ring structure facilitates parallel synthesis for SAR (structure–activity relationship) studies, offering chemists the ability to generate a diverse array of derivatives with consistent purity and batch-to-batch reproducibility.

    Industry compliance standards

    • GLP (Good Laboratory Practice) for Research & Discovery
    • USP <857> General Chapter: Chemical Reference Standards
    • ISO 17034:2016 Reference Material Producers

    Typical usage ratio

    • 1 equivalent per parallel reaction vessel; scale varies based on library size, typically 0.1–10 mmol per mini-batch.

    Downstream process integration

    • Handled in automated or manual parallel reactors, where selective substitutions and deprotection steps produce final heterocycle-rich compound sets for biological evaluation.

    Final product types

    • Heterocyclic discovery libraries
    • SAR series for preclinical testing
    • Chemical reference standards
    Free Quote

    Competitive Tert-Butyl 3-Bromoazetidine-1-Carboxylate prices that fit your budget—flexible terms and customized quotes for every order.

    For samples, pricing, or more information, please call us at +8615371019725 or mail to admin@sinochem-nanjing.com.

    We will respond to you as soon as possible.

    Tel: +8615371019725

    Email: admin@sinochem-nanjing.com

    Get Free Quote of Sinochem Nanjing Corporation

    Flexible payment, competitive price, premium service - Inquire now!

    Certification & Compliance
    More Introduction

    Introducing Tert-Butyl 3-Bromoazetidine-1-Carboxylate: An Editorial Insight

    Innovation at the Molecular Level

    Tert-Butyl 3-Bromoazetidine-1-Carboxylate brings something fresh to many labs and research facilities—the promise of tackling complex synthesis tasks with more confidence. For experienced chemists, seeing an azetidine derivative like this signals opportunity for both ease and precision. The tert-butyl group offers robust protection, letting users push reactions harder or clean up their workup without worrying about fragility. The bromine atom at the 3-position keeps things versatile, inviting coupling or substitution chemistry that turns a molecule like this into a real workhorse for building blocks.

    Molecular Details and Value Proposition

    With a molecular formula of C8H14BrNO2 and a molecular weight around 236 grams/mole, Tert-Butyl 3-Bromoazetidine-1-Carboxylate fits neatly into the category of small, functional intermediates preferred by organic chemists. The compact four-membered azetidine ring structure is not simply a talking point—it’s a backbone that supports a range of chemical modifications. This versatility shows up most clearly when comparing it to other similar products. Standard azetidines or carboxylate-protected azetidines often lack reactive halogen atoms. Adding bromine unlocks new routes for cross-coupling or nucleophilic substitutions, placing this molecule in a class above when synthetic flexibility is the goal.

    Real-World Applications and the Research Experience

    In the field, researchers constantly battle for efficiency. Every minor boost matters, especially in the early steps of complex drug or materials synthesis. Here’s where Tert-Butyl 3-Bromoazetidine-1-Carboxylate can help save both time and resources. Chemists who need to introduce a functional azetidine ring into a candidate molecule often run into roadblocks—unstable intermediates, poor yields, or the need for multiple protection/deprotection steps that slow things down. Using a tert-butyl protected form gives extra security, letting scientists push more aggressive conditions or store material without degradation. The bromine at the 3-position does more than decorate the ring: it opens the door for Suzuki, Sonogashira, or other couplings, making late-stage diversification faster and more straightforward.

    Anyone who’s worked in drug discovery knows the power of streamlined building blocks. Whether the goal is to develop new beta-lactam antibiotics, tweak central nervous system agents, or simply try new scaffolds for screening, having a versatile intermediate changes what’s possible. In my own time working with functionalized azetidines, minimizing reaction steps felt crucial. Every extra purification, every protection-deprotection cycle, cut into tight project timelines. With Tert-Butyl 3-Bromoazetidine-1-Carboxylate on hand, teams can set up meaningful analog synthesis without creating a bottleneck at the bench.

    Advantages Over Traditional Choices

    A common gripe among chemists centers on stability and reactivity. Compare Tert-Butyl 3-Bromoazetidine-1-Carboxylate to unprotected 3-bromoazetidines: you’ll see why longtime researchers gravitate towards the tert-butyl carboxylate variant. Free azetidines often degrade, especially during workup or under air. Simple carboxylates might offer limited stability, but they also slow down reactivity at precisely the moments you need things to go quickly. The tert-butyl group solves these problems without introducing complications. In practice, this means that the product stores safely, travels well, and reacts when called upon.

    Some may ask how this product compares against its methyl-protected cousin or an esterified version lacking a halogen. In my experience, the tert-butyl protection stands out for its easy removal: simple acid treatment takes it off, so if you’re ending a sequence and want the free amine or acid, you’re in luck. The presence of a bromine on the azetidine ring brings enormous synthetic value, far beyond what ethyl or methyl protected forms can manage. Bromine enables cross-coupling, provides a handle for regioselective functionalization, and increases the number of accessible end products from a single intermediate.

    Driving Research Productivity

    Walking through a busy laboratory, you can spot which intermediates truly serve their scientists. Flasks containing Tert-Butyl 3-Bromoazetidine-1-Carboxylate don’t gather dust; they’re on benches, in use, passing between hands mid-synthesis. Colleagues preparing analog series often mention fewer failed reactions, and report higher yields when switching from less stable variants. There’s a direct productivity gain simply due to fewer process interruptions. In pharma, where modifying a lead series might mean dozens or hundreds of analogs, these practicalities scale up quickly.

    Another point worth highlighting lies in the minimization of hazardous waste. Brominated compounds sometimes get a bad reputation due to difficulties in handling. This product’s stability and predictability reduce accidental loss, limiting exposure and minimizing the need for excess handling or reprocessing. Having a tert-butyl protected form also helps keep side reactions to a minimum, further reducing waste and saving materials. As regulatory expectations for sustainable labs grow, these incremental savings add up.

    Supporting Advanced Synthesis

    Emerging areas like peptide modification, fluorescent labeling, and small-molecule probe development all rely on trusted building blocks. The azetidine motif shows up in potent kinase inhibitors, antagonists for major receptor classes, and even as rigidifying elements in specialty polymers. Tert-Butyl 3-Bromoazetidine-1-Carboxylate fits naturally into these efforts. If you’ve ever been tasked to append a nitrogen-containing ring onto an advanced intermediate, you know how limited your options can become. Pre-packaged, shelf-stable starting materials like this one help prevent dead ends during late-stage synthesis.

    Many biologists rely on chemical partners to deliver new probes or modified peptides in rapid cycles. The bromine handle expands the universe of taggable azetidine rings, making bioconjugation simpler. Click chemistry or palladium-catalyzed reactions can turn a single batch of this product into dozens of tools, shaving weeks off the schedule across iterative projects. Collaborators see the benefits too—an easier, safer, and more predictable approach lets cross-disciplinary teams focus on bigger scientific questions rather than backtracking on synthetic roadblocks.

    Comparing to the Wider Chemical Toolkit

    While every lab has its favorite reagents, the unique mix of protection and activation featured by Tert-Butyl 3-Bromoazetidine-1-Carboxylate broadens what’s possible. Azetidines themselves remain a rarity in both commercial and academic libraries. Adding reliable functional handles, like tert-butyl and bromine, means this intermediate serves as a bridge to a much wider family of compounds—including new beta-lactams, rigidifying building blocks for peptide design, and scaffolds meant for building sp3-rich libraries.

    The quirks of azetidine chemistry don’t usually encourage broad adoption. Traditional azetidine intermediates often required improvising with protection groups that led to mixtures or low recovery. My own work with these rings before tert-butyl protection often ended with extra purification or complicated workups, extending timelines and sometimes causing lost material from decomposition. Recent products like this one harness the advances from academic research—simple, robust, well-studied protective groups—without dragging in extra complexity.

    Economic and Practical Considerations

    Synthesizing or purchasing reliable intermediates always involves a judgment call: how much time (and how many materials) does this save? Tert-Butyl 3-Bromoazetidine-1-Carboxylate stands out by folding stability, accessibility, and reactivity into a single package. Without the tert-butyl group, a chemist risks decomposition during processing. Without bromine, there’s less flexibility for downstream chemistry. Combining both features automates what used to be manual problem-solving.

    Cost-conscious teams often notice savings through fewer repeated reactions and higher overall yields. In some of the projects I’ve supported, the overall price per analog dropped markedly by introducing robust upstream intermediates—even when the per-gram cost of this molecule came in higher than plain or methyl-protected variants. That extra up-front investment pays dividends through smoother workflow and reduced cycle times.

    Ensuring Safety and Regulatory Confidence

    Handling active chemical intermediates raises important safety and regulatory questions. Shelf stability can mean the difference between a safe, orderly workflow and a hazardous mess. Tert-Butyl 3-Bromoazetidine-1-Carboxylate, by virtue of its thoughtful protection and well-chosen functional groups, gives chemists more peace of mind. It fits within established handling protocols—gloveboxes, fume hoods, or standard bench procedures—without requiring adaptation. Avoiding surprises in decomposition, emissions, or unpredictable exotherms makes it easier to align with regulatory and institutional safety frameworks.

    The reproducibility of both the starting material and its derivatives also plays a key role in regulatory filings, patent applications, and scale-up for clinical or industrial-grade synthesis. Not every intermediate offers this confidence. Knowing you’re working with a reliable, high purity, and resilient product simplifies the paperwork and the real-world work, too.

    Looking Ahead: The Path Forward

    Chemists who push boundaries in medicinal chemistry, material science, and peptide engineering share one thing: a deep appreciation for intermediates that work as promised. The field’s future seems headed toward increasing complexity—more rings, more heteroatoms, more exotic connections. Tert-Butyl 3-Bromoazetidine-1-Carboxylate shows that industry and suppliers can respond with chemicals that match that complexity with stable, high-performing tools.

    Younger researchers, often less shielded from the trial-and-error grind, deserve access to intermediates that smooth their progress. Educators preparing students for real-world projects want to teach with confidence, knowing that a single missed protection or unstable substituent won’t derail the next generation’s experiments. This intermediate brings predictability, letting new and seasoned hands alike try bold, creative syntheses—sometimes for the first time.

    Demand for Customization and Future Needs

    The growing appetite among researchers for better, more modular building blocks drives chemical suppliers to invest in intermediates like Tert-Butyl 3-Bromoazetidine-1-Carboxylate. As libraries demand richer, more stereochemically diverse scaffolds, the ability to modify azetidines at key points—while protecting the core—only becomes more critical. Trends in drug design now lean toward increased three-dimensionality and functional diversity. This product, with its cleverly selected substituents, expands both dimensions.

    It’s not just pharmaceutical teams queuing up for robust azetidines. Materials researchers designing novel polymers, coatings, or sensors find the sp3 character of azetidine rings (especially when halogens are present) offers rigidity and geometric precision unavailable with larger, more flexible rings. Fine-tuning both end groups and points of attachment provide tailored physical properties, often with fewer steps and less waste than older methods.

    Improving Lab Sustainability and Responsibility

    Laboratories face rising scrutiny over their environmental footprint and waste management practices. A product like Tert-Butyl 3-Bromoazetidine-1-Carboxylate meets these modern expectations by reducing step count, improving yields, and simplifying purification—all while cutting down the number of process chemicals needed. Cleaner processes mean less solvent, less energy input per experiment, and less downstream waste to treat or dispose of. This push toward sustainable practices in research is no longer optional for companies seeking to lead by example.

    Reducing environmental impact works best not as an afterthought, but as a result of smarter choices at every level. Using robust intermediates makes it easier to design synthetic routes that follow green chemistry principles—favoring atom economy, minimizing hazardous reagents, and selecting protecting groups removed under mild conditions. Researchers aware of these concerns find the tert-butyl protection a strong ally: it comes off in standard conditions with minimal extra effort or waste, and often allows for solvent recovery.

    Lessons from the Lab: A Personal Perspective

    In my own time supporting small-molecule libraries and screening projects, the hurdles usually came early—recrystallization after failed protection steps, troubleshooting unstable intermediates, and struggling to keep yields consistent across scales. Discovering tert-butyl protected azetidines offered a genuine leap forward. From the first bench experiments, the contrast was clear: cleaner reactions, easier purification, and a broader set of compatible conditions. This not only boosted morale but let us hit decision points for project continuation faster. Teams could adjust on the fly, reroute synthetic pathways, or dial in modifications without waiting through rounds of troubleshooting.

    The collaborative spirit inside a well-run synthetic chemistry group depends on fewer frustrations and more running success stories. Regular access to stable, reactive intermediates helped foster that sense of momentum—which is why products like Tert-Butyl 3-Bromoazetidine-1-Carboxylate now find steady demand among both big pharma and small start-ups. The practical difference from a research manager’s side comes down to less time spent on fire-fighting and more on advancing science.

    What Sets It Apart: Subtle Yet Powerful Differences

    Dissecting the features that set this intermediate apart means digging into what synthetic chemists value: reliability, flexibility, and clean chemistry. The tert-butyl group deserves special mention here. In practice, it shields sensitive portions of the molecule during harsh conditions—like strong bases, oxidizing environments, or elevated temperatures—yet slips away under mild acid. The alternative (methyl, ethyl, or unprotected azetidines) often brings either too little stability or too much stubbornness during deprotection. After years spent cleaning up after overzealous methyl protection, switching to tert-butyl felt like unlocking a new level of productivity.

    The presence of a bromine atom at the 3-position brings a kind of reactivity you can exploit in countless modern coupling strategies. For synthetic teams, this translates to more creativity in route planning. Land a Suzuki or Buchwald-Hartwig coupling, slot in an alkene or alkyne for microwave chemistry, or use the halogen for late-stage diversification work. Older routes, based on simple azetidines, couldn’t accommodate these tweaks without painful labor or specialized conditions.

    Potential Solutions to Ongoing Challenges

    Maintaining a reliable pipeline for building blocks rests on several pillars: supplier quality, batch consistency, and robust protection strategies. Researchers who work closely with their procurement teams have seen the value of well-chosen intermediates—errors, failed reactions, and wasted solvents drop when good chemistry is in place from the start. Sometimes that means coordinating quality checks or investing in an in-house “reference batch” to standardize across suppliers. Strong relationships with trusted vendors make a real difference here, especially for intermediates used in sensitive or regulated workflows.

    Open data sharing and standard characterization—NMR, mass spectrometry, HPLC—make it easier for both buyers and users to flag inconsistencies or impurities early. Teams documenting their own work find that robust, well-protected intermediates bring down error rates, leading to easier reproducibility, fewer surprises, and more transparent communication across projects.

    Shared Benefits for the Scientific Community

    A product like Tert-Butyl 3-Bromoazetidine-1-Carboxylate ends up supporting a wide range of professionals: bench chemists, safety officers, R&D managers, procurement teams, even regulatory compliance officers. Its design reflects both an understanding of frontline challenges in synthesis and a nod to downstream realities of scale-up, reporting, and sustainability. Whenever science demands speed without trading off reliability, having such a precise tool in the chemical arsenal doesn’t just make life easier—it's the backbone of real progress.

    Closing Thoughts

    New generations of researchers and product developers stand on the shoulders of innovation, much of which happens at the molecular level long before the final drug or material gets to market. Tert-Butyl 3-Bromoazetidine-1-Carboxylate reflects not just a refined piece of chemistry, but a deep collective experience of what lets a research project thrive: fewer setbacks, more options, and real gains in sustainability and safety. That’s the true mark of a modern building block. As labs keep evolving, intermediates like this promise a smoother, more creative road ahead for science and discovery.