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Boc-(S)-3-Amino-4-(2-Bromophenyl)-Butyric Acid

    • Product Name Boc-(S)-3-Amino-4-(2-Bromophenyl)-Butyric Acid
    • Alias Boc-L-Abu(2-BrPh)-OH
    • Einecs 821-636-7
    • 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
    Specifications

    HS Code

    548910

    Product Name Boc-(S)-3-Amino-4-(2-Bromophenyl)-Butyric Acid
    Cas Number 1416992-40-9
    Molecular Formula C15H20BrNO4
    Molecular Weight 358.23
    Appearance White to off-white solid
    Purity Typically ≥98%
    Optical Purity S-enantiomer
    Storage Temperature 2-8°C
    Solubility DMSO, DMF, Methanol
    Protection Group Boc (tert-butoxycarbonyl)
    Smiles CC(C)(C)OC(=O)N[C@@H](CC1=CC=CC=C1Br)C(=O)O
    Inchi InChI=1S/C15H20BrNO4/c1-15(2,3)21-14(20)17-12(13(18)19)8-10-7-6-9-11(16)5-4-10/h4-7,9,12H,8H2,1-3H3,(H,17,20)(H,18,19)/t12-/m0/s1

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    More Introduction

    Boc-(S)-3-Amino-4-(2-Bromophenyl)-Butyric Acid: A Fresh Perspective on a Trusted Chiral Building Block

    Understanding the Value of Boc-(S)-3-Amino-4-(2-Bromophenyl)-Butyric Acid

    Every chemist eventually faces the challenge of building something new, whether it’s a complicated natural product or a probe to answer a stubborn research question. With so much riding on a single synthetic step, starting materials become almost like colleagues—ones you count on for reliability, clarity, and just enough flexibility to fit unique situations. Boc-(S)-3-Amino-4-(2-Bromophenyl)-Butyric Acid takes its place among this trusted group, offering a combination of chiral specificity, protective strategy, and functional possibility that makes it something worth talking about—not just in a technical sense, but also in the day-to-day decisions that shape benchwork and progress.

    Getting to Know the Model and Specifications

    Boc-(S)-3-Amino-4-(2-Bromophenyl)-Butyric Acid presents as a white to off-white solid, embodying stability and handling ease. With the Boc group as a well-known N-protecting group, this molecule offers consistent protection for the amine group, ensuring that unintended reactions don’t sidetrack synthesis. The (S)-designation at the amino center matters greatly—chemists familiar with the difference a single stereocenter makes in biological or synthetic results understand immediately why this configuration gets attention. At its core, this compound supplies both aromatic functionality with the 2-bromophenyl group and a butyric acid backbone, giving rise to diverse opportunities in coupling, elaboration, and downstream chemistry.

    Why This Chiral Building Block Matters

    Folks working in drug development or medicinal chemistry appreciate how each step along the synthetic path can amplify or destroy months of hard-won progress. Chiral integrity, especially in heterogeneous and sensitive syntheses, can be tough to maintain. Using a pre-defined (S)-configured product saves more than just purification steps; it also reduces uncertainty in biological assays, where one wrong enantiomer can flip safety data or catalytic activity. The Boc group has history backing up its use—as someone who’s spent uncountable hours troubleshooting protecting group strategies, the relief of knowing how the Boc will behave during acid or base treatments cannot be overstated. Its cleavage profile is both predictable and gentle compared to alternatives, so there's less risk of destroying neighboring sensitive functionalities.

    By introducing the 2-bromophenyl group, Boc-(S)-3-Amino-4-(2-Bromophenyl)-Butyric Acid invites a rich array of downstream modifications. Suzuki coupling, nucleophilic aromatic substitution, or just simple derivatization become accessible. This means researchers can tack on labels, extend the aromatic system, or build linkers without extra protecting group gymnastics. It’s rare to get both rigidity and creative space in a single piece, but this compound manages to offer both.

    What Sets This Product Apart from Other Amino Acid Building Blocks

    For anyone knee-deep in peptide chemistry, there’s an explosion of choices when it comes to protected amino acids. Yet Boc-(S)-3-Amino-4-(2-Bromophenyl)-Butyric Acid sets itself apart precisely because it isn’t generic. The standard (S)-amino acids, like those found in proteins, offer predictable behavior but lack unexplored avenues for modification. Substituting the side chain with a 2-bromophenyl group opens new doors, allowing transformations that wouldn’t be possible with valine, leucine, or phenylalanine alone.

    Some competitors might suggest Fmoc protection for the amino group, which has its place, especially in solid-phase peptide synthesis. Yet for solution-phase work, Boc protection brings speed and flexibility. I’ve seen critical intermediates survive mild deprotection perfectly with Boc, sidestepping byproducts that Fmoc sometimes generates in certain solvents. Every lab has its scars from “classic” amino acid mishaps, but broad consensus favors Boc for its cleanness and established playbook, especially when sensitive aromatics or halogen handles are involved.

    Practical Usage and Shared Experiences

    Many years in organic synthesis taught me that the smallest differences in starting materials can change the chemical journey completely. I remember a project where a single switch from an unsubstituted phenyl to a 2-bromophenyl group rerouted our entire downstream chemistry, leading to interesting new scaffolds and—unexpectedly—giving a massive boost to solubility in a stubborn intermediate. The bromine not only invited palladium-catalyzed cross-coupling, but also allowed us to influence electronic properties, which had downstream effects on reactivity and selectivity. These aren’t just minor tweaks; they underpin the success or failure of a multi-step project.

    Boc-(S)-3-Amino-4-(2-Bromophenyl)-Butyric Acid doesn’t just sit on a shelf as an option; it becomes a strategy in itself. Peptide chemists can leverage its bulk and aromatic substitution to induce secondary structure or restrict flexibility in model systems, while medicinal chemists experiment with halogen walkers, fine-tuning position and reactivity for lead optimization. I've watched a single batch unlock creative energy in teams trying to build advanced unnatural peptides, fluorescent probes, radiotracers, and more.

    Enhancing Efficiency in Multi-Step Synthesis

    Step economy rules modern synthetic chemistry. Tracking every step reduces failure risk and conserves not only reagents, but also time—something every research group battles to control. Boc-(S)-3-Amino-4-(2-Bromophenyl)-Butyric Acid helps because it brings high purity standards into reach with less purification pain. Crystallization straightforwardly offers separation from common impurities, especially since the Boc-protected version resists hydrolysis far better than unprotected or poorly protected alternatives. For those aiming to produce research-scale batches or scale out to process chemistry pilot runs, this peace of mind translates directly to saved labor and faster bench-to-market timelines.

    Process chemists tasked with developing robust methods can rely on the physical and chemical stability of this Boc-protected compound. Moisture sits as one of the great enemies of long syntheses and, over the years, the difference between a stable intermediate and one that hydrolyzes overnight becomes more than an inconvenience—it can make or break a critical project. The Boc strategy, married to the steric bulk of the (S)-3-amino-4-(2-bromophenyl)-butyric acid core, delivers both shelf life and reliability, which in turn allows teams to focus on creative problem-solving rather than routine troubleshooting.

    Addressing Challenges in Stereoselectivity and Functionalization

    Not every amino acid derivative can guarantee crisp chiral purity. In pharmaceutical and advanced materials research, chiral inversion or racemization spells real problems, from regulatory setbacks to wasted investment. Choosing a compound manufactured with rigorous stereochemical controls, such as Boc-(S)-3-Amino-4-(2-Bromophenyl)-Butyric Acid, solves more than just immediate synthesis demands. It reduces the risk of undesired isomers lingering in the product, ensuring safety and therapeutic intent both track as planned.

    Beyond stereochemistry, handling the bromophenyl functionality gives both flexibility and challenge. While some may worry that aromatic bromines introduce risk of side-reaction, seasoned chemists know the tradeoff. The value of selective activation outweighs the risk if carefully managed. Using this building block, researchers gain access to a point of diversity, opening room for cross-coupling, labeling, or functional group exchange. The control and versatility offered by the aryl bromide simply does not come with standard alkyl- or phenyl-substituted analogs.

    A Responsible Approach: Safety, Quality, and Environmental Considerations

    Safety should never slip from focus, especially in academic, industrial, or pharmaceutical labs handling halogenated organics. Boc-(S)-3-Amino-4-(2-Bromophenyl)-Butyric Acid, like many protected amino acids, demands respect for both the Boc group’s volatility and the aryl bromide’s reactivity. Evidence-based lab protocols, rigorous PPE, and well-designed ventilation systems give peace of mind without slowing productivity. Handling in dry conditions, airtight containers, and away from strong acids, provides both safety and stability. Few things justify shortcuts—cutting corners in handling often costs more in the long run, both in wasted resources and potential health risk.

    The industry has steadily improved production protocols, increasing batch-to-batch consistency and enabling traceability down to the impurity profile level. In my experience, batches manufactured under strict quality controls reduce the awkward, unpredictable failures that slow discovery. Reliable sourcing translates directly to credible results—whether conducted in a university, startup, or contract research organization. And with stricter regulations aimed at waste and emission reductions, suppliers pay closer attention to the environmental profile of both raw materials and synthetic byproducts.

    Future Possibilities and Innovation in Chemical Synthesis

    Boc-(S)-3-Amino-4-(2-Bromophenyl)-Butyric Acid has expanded the boundaries of what can be accomplished in both academia and industry. The unique combination of characteristics in this molecule provides more than just a “step in a scheme.” It invites unconventional thinking about molecular construction, be it for scaffolding, linker design, or as a stably protected intermediate in iterative chemical elaboration.

    Products like this drive forward innovation, enabling scientists to dream bigger and explore alternative reaction partners. For example, 2-bromophenyl derivatives now lie at the center of growing libraries of kinase inhibitors, protease modulators, and even smart materials. Having this compound on hand means building a new array of derivatives can happen more efficiently than ever before. Instead of spending afternoons troubleshooting low-yield bromination or challenging chiral resolutions, more time can be invested in designing key proof-of-concept experiments. This efficiency accelerates discovery and supports informed decisionmaking at each stage.

    Supporting Sustainable Chemical Practices

    Modern chemistry keeps sustainability at the forefront. The Boc group, despite being popular, does generate byproducts when removed. Labs using Boc-(S)-3-Amino-4-(2-Bromophenyl)-Butyric Acid can plan around this by coordinating deprotection under carefully monitored conditions, containing and neutralizing released gases before disposal. Such control not only safeguards the operator, but also ensures regulatory compliance and reduces environmental impact.

    In sourcing this compound, partnering with suppliers who value transparent documentation, environmental certifications, and clear logistics adds another layer of trust. Over the years, I’ve learned that low-cost, poorly documented materials tend to bring headaches via mysterious background signals in analytical data, which undermines months of careful research. Trusted suppliers back their products with robust quality audits and material traceability.

    Bridging Academic and Industrial Applications

    Boc-(S)-3-Amino-4-(2-Bromophenyl)-Butyric Acid isn’t confined to advanced medicinal development; it threads its way through chemical biology, organic synthesis, and even materials science. Graduate students at the bench, process chemists in the plant, and regulatory teams reviewing submissions all depend on reproducibility. This product, by virtue of its solid structural features, stability, and well-known deprotection routes, helps ensure that projects move from the bench to real-world applications with fewer obstacles.

    Working between academia and industry, I've seen firsthand how a solid foundation of building blocks like this one helps speed basic research, foster cross-disciplinary translation, and propel promising ideas into tangible realities. In collaborative research, where multiple teams interact, having consistent starting points means conversations focus on creative challenges, not lost time resolving unnecessary technical hitches.

    Comparing Related Products and Choosing Wisely

    The right choice of protected amino acid hinges on context. Fmoc- and Cbz-protected analogs each offer specific advantages in certain automated peptide syntheses or specialized transformations. Products lacking aryl halide function miss opportunities for rapid elaboration, so the presence of 2-bromophenyl substitution changes both the scope and ambition of a project. In industrial settings, scale-up requires careful evaluation of both regulatory and reactivity profiles. Boc-protected (S)-3-amino-4-(2-bromophenyl)-butyric acid stands out, particularly for medicinal chemistry teams intent on building new molecular entities with halogen-guided diversity.

    Typically, researchers benefit from choosing the most functionally versatile protected amino acid available for their stage of synthesis. The cost of rebuilding a pathway from scratch, simply because a side chain lacks late-stage flexibility, can outweigh the minor premium paid upfront for more advanced starting materials.

    Streamlining Analytical Characterization

    Analysis defines credibility in organic chemistry. Boc-(S)-3-Amino-4-(2-Bromophenyl)-Butyric Acid offers distinct signals in standard NMR and mass spectrometry, streamlining identification amid challenging mixtures. The Boc and aryl bromide groups provide strong spectral handles for tracking progress, confirming purity, and troubleshooting. This means that, instead of guessing whether an ill-defined peak represents product or impurity, researchers know what to look for. Over time, this improves reliability across teams and contributes to scientific rigor.

    Having a clear analytical signature matters even more in regulated environments, where audits demand transparent data chains from raw material to final product. The combination of chiral specificity, defined protection, and distinctive side chain functionality simplifies documentation, validation, and process monitoring. These benefits don’t just reside in theory; they play out in real-time, helping chemists make better, more informed choices about process improvements or recovery of batches that would otherwise be lost.

    Supporting Education and Skill Development

    Every generation of chemists inherits the lessons—sometimes hard-won—of their mentors, textbooks, and laboratory work. Introducing students and early-career researchers to advanced building blocks like Boc-(S)-3-Amino-4-(2-Bromophenyl)-Butyric Acid builds stronger intuition for both protection strategies and modern functionalization techniques. By gaining hands-on experience with this molecule, learners develop a critical eye for the interplay between protection, selective derivatization, and scalable process design.

    Even outside research labs, educators introducing these building blocks in classroom demonstration or undergraduate workshops create direct lines to cutting-edge synthetic methodology. Simple projects, such as the stepwise deprotection and Suzuki coupling of the 2-bromophenyl side chain, show students how a single product can serve as the foundation for a range of reaction families. This cultivates both technical competence and creative confidence—two skills that serve as the backbone of successful scientific careers.

    Opportunities in Drug Discovery and Beyond

    Drug discovery companies constantly seek new scaffolds to outpace resistance, side effects, and patent expiries. Structures based on Boc-(S)-3-Amino-4-(2-Bromophenyl)-Butyric Acid play important roles as template molecules, as well as strategic points of diversity for heavy atom incorporation, radiolabeling, and late-stage functionalization. Using this building block, screening libraries diversify quickly and lead compounds can be fine-tuned through point substitution or extension. These capabilities help research teams refine structure-activity relationships or prepare analog series for in-depth pharmacological testing.

    Its presence in non-pharmaceutical contexts matters just as much. Material scientists exploit the rigid core and the capacity for functionalization in designing polymers with targeted electronic or mechanical properties. In chemical biology, researchers can attach probes or modulators with precision, reducing off-target complexity and improving interpretability in cellular systems.

    Real-World Problem Solving in the Lab

    Every chemist wrestles with the unpredictability of organic reactions at some point—strange side products, incomplete conversions, and inexplicable losses. Boc-(S)-3-Amino-4-(2-Bromophenyl)-Butyric Acid brings predictability back into the equation. Its combination of well-documented reactivity, robust protection, and analytical clarity helps minimize unforeseen challenges and maximize resources, both human and material. Instead of fighting yet another round of column chromatography, most researchers get to focus on designing better targets, exploring bioactivity, or optimizing downstream performance.

    Having reliable access to compounds like this helps grease the wheels of innovation. Problems get solved faster, hypotheses get tested more rigorously, and new paths open up with less hassle. For those teaching or supervising, access to this building block equips teams with the confidence to tackle ambitious, multifaceted projects without fear of unnecessary bottlenecks or dead-ends.

    Solutions and Improvements for Common Challenges

    Making the most of Boc-(S)-3-Amino-4-(2-Bromophenyl)-Butyric Acid starts with careful storage and management, ensuring material integrity stays high. Dedicating time to quality checks avoids the classic pitfalls of moisture or cross-contamination, especially in fast-paced environments. By working with established suppliers and supporting ongoing feedback on batch performance, the research community continues to inch toward both safer and more scalable chemistry.

    When planning new syntheses, designing stepwise schemes that leverage both the protected amine and the modifiable aryl bromide means making catalytic transformations part of the plan, rather than afterthoughts. Combining classic methodologies—like Boc deprotection, palladium-catalyzed coupling, or targeted acylation—lets researchers draw on both traditional wisdom and contemporary breakthroughs.

    Conclusion

    Boc-(S)-3-Amino-4-(2-Bromophenyl)-Butyric Acid stands as a sturdy, reliable, and innovative chiral building block for modern chemistry. Its mix of protection stability, functional diversity, and analytical transparency makes it more than just another option on a catalog page. For chemists looking for both flexibility in design and predictability in execution, this compound forms the backbone of countless creative solutions in research, teaching, and industry, promising both immediate and long-term benefits to all who put it to the test.