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(2S-Trans)-3-Amino-2-Methyl-4-Oxoazetidine-1-Sulphonic Acid

    • Product Name (2S-Trans)-3-Amino-2-Methyl-4-Oxoazetidine-1-Sulphonic Acid
    • Alias Tazobactam
    • Einecs 410-400-1
    • 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

    792653

    Chemical Name (2S-Trans)-3-Amino-2-Methyl-4-Oxoazetidine-1-Sulphonic Acid
    Molecular Formula C4H8N2O3S
    Molecular Weight 164.18 g/mol
    Appearance White to off-white solid
    Solubility Water soluble
    Purity Typically ≥98% (when commercially available)
    Ph 3.0-5.0 (in 1% aqueous solution, typical)
    Storage Conditions Store at 2-8°C, protected from light and moisture
    Structural Class Azetidine (beta-lactam) derivative
    Chirality (2S)-configuration, Trans-isomer
    Functional Groups Amino, keto, methyl, sulfonic acid
    Applications Research chemical; beta-lactam framework precursor

    As an accredited (2S-Trans)-3-Amino-2-Methyl-4-Oxoazetidine-1-Sulphonic Acid factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing 50g supplied in a sealed amber glass bottle, labeled with hazard information, chemical name, batch number, and storage instructions.
    Shipping The chemical (2S-Trans)-3-Amino-2-Methyl-4-Oxoazetidine-1-Sulphonic Acid is shipped in tightly sealed containers, protected from moisture and light. It is labeled as a research chemical and handled according to regulatory requirements. Shipping typically requires temperature control and compliance with hazardous material protocols to ensure safety and product integrity during transit.
    Storage **(2S-Trans)-3-Amino-2-Methyl-4-Oxoazetidine-1-Sulphonic Acid** should be stored in a cool, dry, and well-ventilated area, away from direct sunlight and incompatible substances. Keep the container tightly closed, preferably under inert gas such as nitrogen if sensitive to air or moisture. Store at 2–8 °C (refrigerated) unless otherwise specified by the manufacturer. Proper chemical labeling and secondary containment are recommended.
    Application of (2S-Trans)-3-Amino-2-Methyl-4-Oxoazetidine-1-Sulphonic Acid

    Applications of (2S-Trans)-3-Amino-2-Methyl-4-Oxoazetidine-1-Sulphonic Acid in Industrial Manufacturing

    (2S-Trans)-3-Amino-2-Methyl-4-Oxoazetidine-1-Sulphonic Acid, produced at our advanced facility, supports critical transformation steps in peptide synthesis, active pharmaceutical ingredient (API) creation, specialty chemical manufacturing, enzyme inhibitor design, and diagnostic reagent formulation. Below we outline established downstream applications proven in high-volume industry practice.

    1. Peptide Synthesis as Non-Standard Amino Acid Building Block

    This compound directly enters solid-phase peptide synthesis (SPPS) workflows as a non-canonical amino acid, introducing structural constraints and unique functionalities into target peptides. Peptide manufacturers value its sulfonic acid group for improved aqueous solubility and the azetidine ring’s influence on bioactive conformation, crucial in therapeutics development and structural optimization studies.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice for APIs
    • USP <797> for sterile preparation guidelines (where APIs support parenteral preparations)
    • EMA Guideline on the Specification Limits for Residues of Metal Catalysts or Metal Reagents
    • ISO 9001:2015 certified quality management systems

    Typical usage ratio

    • 0.5–10 mol% of total amino acid input, tailored per peptide sequence complexity and desired biological function; higher incorporation may require adjustment for peptide solubility and chain elongation efficiency.

    Downstream process integration

    • Added directly into the SPPS cycle post-initial resin loading. Precise Fmoc-protected derivatives are pre-coupled via carbodiimide-mediated or uronium-based activation reagents before N-terminal extension or cyclization steps.

    Final product types

    • Peptide drug candidates with conformational restraints
    • Therapeutic peptides with enhanced metabolic resistance
    • Structure–activity relationship (SAR) libraries for drug discovery
    • Peptide-based molecular probes

    2. API Intermediate for Beta-Lactamase Inhibitor Class Synthesis

    This raw material functions as a core intermediate in the chemical synthesis of certain beta-lactamase inhibitors used alongside antibiotics to overcome bacterial resistance. The azetidinone and sulfonic acid functionalities enable vital ring-opening substitution and side-chain elaboration reactions, supporting pharmaceutical-grade output.

    Industry compliance standards

    • EU Guidelines for Good Manufacturing Practice for Medicinal Products (EudraLex, Volume 4)
    • US FDA 21 CFR Part 211 for finished pharmaceuticals
    • ChP (Chinese Pharmacopoeia) prerequisites for antibiotic-related APIs
    • ISO 14644-1 for cleanroom requirements in sterile intermediates processing

    Typical usage ratio

    • Stoichiometric quantities; typically 1:1 with acylating agents or side chain linkers during inhibitor assembly, adjusted according to the specific API synthesis route and desired purity grades.

    Downstream process integration

    • Introduced post-beta-lactam core construction, enabling subsequent sulfonation, side chain extension, and protection/deprotection steps to yield the bioactive inhibitor scaffold.

    Final product types

    • Beta-lactamase inhibitor APIs for injectable and oral antibiotic formulations
    • Co-formulated antibiotic inhibitor products for hospital and outpatient use
    • Intermediate compounds for further derivatization in preclinical research

    3. Specialty Chemical Synthesis for Chiral Building Blocks

    This molecule is widely utilized by chiral intermediates suppliers and contract manufacturing organizations (CMOs) as a starting material to access high-purity azetidine derivatives needed in fine chemical catalogues and custom application development. Its defined stereochemistry and reactive functional groups support chiral auxiliaries, ligands, and advanced intermediates production via established asymmetric synthesis protocols.

    Industry compliance standards

    • REACH (Registration, Evaluation, Authorisation and Restriction of Chemicals) for chemical substances marketed in Europe
    • ISO 14001 Environmental Management Systems for specialty chemicals production
    • Japanese CSCL (Chemical Substances Control Law) for export to Asia-Pacific markets
    • Internal quality control per customer-specific chiral HPLC and impurity profile requirements

    Typical usage ratio

    • Dependent on chiral target; usually serves as core substrate at 1.0 equivalence for azetidine-based ligand or auxiliary formation, with modifications for yields and process scalability as per customer specs.

    Downstream process integration

    • Fed directly into asymmetric synthesis or resolution steps at the outset of build-up, or used mid-process as a chiral source during catalysis or further protection and derivatization reactions.

    Final product types

    • Chiral ligands for asymmetric catalysis in synthesis and manufacturing
    • Azetidine-based intermediates offered in fine chemical catalogues
    • Custom advanced intermediates for contract manufacturing projects

    4. Diagnostic Reagent Precursor in Enzyme Inhibitor Panels

    Researchers and in vitro diagnostic product manufacturers adopt this material as a precursor for synthesizing small-molecule enzyme inhibitors used in biochemical assay kits. Its unique azetidinone core enables production of research-use only (RUO) reagents targeting proteases and hydrolases in high-throughput drug screening, clinical diagnostics, and analytical quality control tools.

    Industry compliance standards

    • ISO 13485:2016 for medical device and diagnostics manufacturers
    • CLSI (Clinical & Laboratory Standards Institute) guidelines for calibrator and control materials
    • 99%+ chemical purity as per supplier certificate of analysis
    • ISO/IEC 17025 accreditation for manufacturing and analytical laboratories

    Typical usage ratio

    • Concentration typically ranges from 10 μM to 1 mM in final diagnostic reagent formulations, based on target enzyme activity and kit sensitivity requirements; fine tuning occurs during panel validation.

    Downstream process integration

    • Synthesized into final inhibitor molecules via stepwise substitution, acylation and hydrolysis, then formulated into diagnostic panels during the blending of assay reagents and established as component of QC standards.

    Final product types

    • Enzyme inhibitor standards in protease and hydrolase detection panels
    • Activity screening kits for pharmaceutical R&D
    • Reference reagents for quality control in clinical diagnostics
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    Certification & Compliance
    More Introduction

    Introducing (2S-Trans)-3-Amino-2-Methyl-4-Oxoazetidine-1-Sulphonic Acid: Our Experience in Production and Its Benefits

    Understanding the Product from a Manufacturer’s Viewpoint

    Working daily on the synthesis and refinement of (2S-Trans)-3-Amino-2-Methyl-4-Oxoazetidine-1-Sulphonic Acid brings a unique perspective on what truly makes a difference in this field. The chemistry of azetidinones, especially when coupled with the sulphonate group, draws a clear line between standard intermediates and specialized products that deliver consistency every time. Our focus has always been on the actual conditions of large-scale production and how the subtleties of the process influence the outcome. The importance of reliable quality, predictable batch-to-batch performance, and full transparency weighs more than any abstract claim. Every batch tells its own story, and years of handling, observing, and perfecting this compound continue to reveal insights the chemical literature rarely captures.

    Specifications and Production Details—a Transparent Look

    Each lot of (2S-Trans)-3-Amino-2-Methyl-4-Oxoazetidine-1-Sulphonic Acid exits our reactors with a defined chiral purity, and that’s not a number taken for granted or an analytical assumption. Our production line incorporates frequent samples for HPLC and chiral GC, so we see how even a difference in agitation speed or temperature can influence the enantiomeric composition. The morphology of the crystals, the rate of filtration, and the dryness of the final solid directly affect how the compound handles downstream. We have found that a slight variation in mother liquor pH—sometimes by less than a tenth—can leave subtle impurities you won’t see until an application fails at lab scale.

    Material typically leaves our plant as a pale solid, free-flowing, without any agglomeration or residues of mother liquor. This doesn’t come from just following a formula—it comes from calibrating every step, constantly fine-tuning solvent ratios, and cleaning out every trace of humidity before packing. Packing itself takes place in monitored environments. When drums arrive in the customer’s warehouse, we want them to find material just as robust as we intended—not caked, not degraded, and never carrying a chemical footprint that gives headaches during formulation. This comes from caring about the hundreds of tiny technical details in practical production, not slogans.

    Where This Compound Shows Its Value

    Several of our clients operate in the synthesis of beta-lactam antibiotics and advanced pharmaceutical intermediates. What differentiates (2S-Trans)-3-Amino-2-Methyl-4-Oxoazetidine-1-Sulphonic Acid from similar azetidinones is its balance of reactivity and stability under various conditions. Its sulfonic acid functional group not only enhances aqueous solubility but permits more manageable salt formation, even at a moderate pH. Lab protocols sometimes overlook this, but on a kilo scale, the difference between easy filtration and a batch gummed up with sticky intermediates often rests on such things. Down the line, this influences trimming waste, reducing solvent washes, and improving overall yield. That practical advantage is rooted in chemical details but experienced through less production downtime and fewer lost batches.

    While many azetidinones share a propensity for ring opening under strong acid or base, not all give consistent results in real-device synthesis. This molecule resists degradation in conditions where similar structures falter, which means our downstream users report less by-product drift in chromatographs and fewer products outside target specification. For a manufacturer, the cost of reprocessing or adjusting for subtle impurities far exceeds material costs—reliable chemistry safeguards these resources. The chiral integrity of our material is ensured by continuous monitoring, not assumed from paper references. This has supported projects in which stereoselectivity carries direct regulatory and efficacy consequences.

    Comparing With Related Intermediates

    It’s easy to see a list of azetidinone derivatives and think they only differ in the side chains or ring substitutions. In practice, each modification brings handling and process shifts. One clear point of comparison concerns the introduction of the sulfonic acid group on this molecule. Many competing intermediates lack this, and, as a result, show reduced solubility in aqueous solutions at key stages. Customers reporting clumping, poor mixing, or extended filtration cycles often trace these issues to insufficient solubility or reactivity of standard azetidinones. We’ve seen firsthand how switching to the sulfonic acid variant increased throughput, not because of theoretical properties, but due to actual improvements in flow, mixing, and reduced cleaning downtime.

    Another step up, compared with older analogues, is the enhanced thermal resistance. Where past products—especially those lacking substituted methyl groups on the beta-lactam core—undergo thermal decomposition or darkening before reaching the next synthetic stage, our 2-methyl version has demonstrated better shelf-life and fewer complaints of off-color product after two months in normal storage. These aren’t laboratory bragging points—they matter for planning, budgeting, and maintaining the trust built from every transaction.

    Responsibility and Traceability Beyond the Drum

    Production responsibility does not end at synthetizing the molecule or performing a purity check. Audits from external partners remind us that a secure supply chain is built on robust traceability. We maintain comprehensive records—not because of regulatory pressure, but because past experience has shown the impact of being able to pinpoint a batch’s origin, right down to every weigh station and shift log. This helps in rapid troubleshooting and ensures that recalls—though rare—can be enacted with precision and candor. Trust only grows in an environment built on transparent data and shared knowledge of process history.

    We maintain a dialogue with end users and gather regular feedback on solubility, handling, and downstream compatibility. Sometimes suggestions from those using the product in scale-up or clinical synthesis cycles make their way back to our process development teams, influencing a small yet meaningful adjustment. This dialogue closes the loop, transforming client insights into incremental but important changes in how the product takes shape at the source.

    Applications: Listening to Real Industry Needs

    Pharmaceutical manufacturers often rely on this compound as a pivotal building block when targeting beta-lactam cores beyond the generic. As a direct manufacturer, we’ve watched clients using our product to streamline the synthesis of extended-spectrum cephalosporins and carbapenem analogues, where the challenge is not only yield but also compliance with tight impurity limits. Early on, we learned that laboratory yields matter less if processability on the factory floor means regular stoppages, so we tune our protocols to handle the scale. Users have sent reports of increased batch productivity and fewer filtration issues.

    The robust sulfonic acid group provides added control during sequence coupling steps. Unlike standard azetidinones that demand extra workup for solubility or leave difficult residues after ring transformations, this compound clears out of reactors more efficiently. This real-world advantage reaches beyond the chemistry text—less time spent flushing lines or troubleshooting sticky residues lowers overall production cost more than a few percentage points of nominal purity ever could.

    Stability and Storage: Practical Benefits in Focus

    Once packed, (2S-Trans)-3-Amino-2-Methyl-4-Oxoazetidine-1-Sulphonic Acid retains stability through several cycles of plant handling, provided humidity is controlled. Time and again, we’ve seen customers rely on a particular storage regime—double-lined, climate-controlled rooms with routine checks of moisture levels. While every molecule faces eventual degradation, this compound keeps to spec longer than many azetidinones with less robust side chains.

    Our production team monitors material not only at dispatch but several weeks after in controlled samples, checking for signs of clumping, yellowing, or decreased solubility. Such vigilance is not just good practice; it prevents surprises during high-stakes campaigns where every kilogram matters.

    Feedback and Adaptation: How Experience Drives Change

    The lessons we learn from every batch are never wasted. A few years ago, partners in process development identified that minor pH fluctuations during crystallization could push a batch out of specification. Rather than treat this as background noise, we incorporated more real-time monitoring and automated alerts when approaching critical points. Since then, the rate of out-of-specification issues has fallen.

    Clients often approach us not just for supply, but to sort challenges during formulation or scaling. The support we can provide rests on a shared understanding of the limits and flexibilities of this molecule, built on repeated trials. Recommendations—ranging from best-use solvents to handling steps that minimize product loss—come from hands-on history, not just literature surveys. Our experience with each campaign directly influences future guidance, so every partnership adds to our practical database.

    Environmental and Safety Awareness

    Maintaining safety and environmental responsibility is not about ticking boxes. It is about keeping every person on the line confident, from batch operators to warehouse staff. Years of handling sulfonic acid derivatives means we have adjusted everything from PPE protocols to emergency handling guidelines. We document every incident, no matter how minor, and perform root-cause analysis to keep improvements rolling forward.

    Sulfonic acid compounds, especially in fine powder, call for carefully managed ventilation and spill containment. Our training regimen—not only initial but ongoing—reflects the fact that real-world incidents don’t usually match textbook scenarios. Over time, small investments like better-enclosed systems or automated handling arms have sharply cut down exposure risk and material loss.

    Supply Chain Security—Lessons from the Front Line

    Today’s supply chains face more risk than any chart or quarterly forecast shows. Geopolitical shifts and transportation bottlenecks can disrupt access to even basic raw materials, so we guard against overreliance on any single source. Sourcing teams cultivate direct relationships with primary and secondary suppliers because we’ve seen firsthand how options matter when timelines are short and pressure runs high.

    Material is only as secure as the routes it travels. We audit third-party logistics regularly and review performance after every large shipment. Delays and disruptions get documented and shared internally to drive improvements. In past experience, even the most refined batch means little if it sits stalled in transit, so planning and communication stay paramount from order to delivery.

    Innovation in Response to Real Challenges

    Continuous improvement shapes how our team thinks. Fine-tuning synthetic routes and adapting to regulatory updates drives product quality beyond adhering to minimum thresholds. We invest in new reactor designs and process control software because they cut down on operator guesswork and promote repeatable outcomes—something our clients notice within their own production metrics.

    Analytical advancements have opened doors to greater purity and real-time tracking of critical by-products. Our scientists don’t just run QC checks—they brainstorm with production teams and client liaisons to translate raw analytical data into process adjustments by the next campaign. The feedback loop gets shorter as technology advances; we act fast on practical insights.

    Supporting Clients Beyond the Molecule

    An industry leader, in our view, shares responsibility for success at every junction, not just at the point of sale. We make time for joint troubleshooting, review actual campaign data with our partners, and run batches in our facility that mirror theirs to spot scaling challenges ahead of time. If a customer faces a bottleneck or finds a process step underperforming, we bring the collective experience of years on the line to bear—offering actionable suggestions, not one-size-fits-all scripts.

    Every kilogram of (2S-Trans)-3-Amino-2-Methyl-4-Oxoazetidine-1-Sulphonic Acid that leaves our plant reflects hands-on commitment. The knowledge gained from each batch travels with it, embedded in how it was produced, packed, and shipped. Continuous learning—from lessons on storage stability to process tweaks based on client collaboration—ensures that each new lot benefits from what has come before. That is how manufacturing creates real value in the chemical industry.