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(Z)-2-Amino-Alpha-[1-(Tert-Butoxycarbonyl)]-1-Methylethoxyimino-4-Thiazolacetic Acid

    • Product Name (Z)-2-Amino-Alpha-[1-(Tert-Butoxycarbonyl)]-1-Methylethoxyimino-4-Thiazolacetic Acid
    • Alias Boc-ON
    • 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

    512839

    Chemical Name (Z)-2-Amino-Alpha-[1-(Tert-Butoxycarbonyl)]-1-Methylethoxyimino-4-Thiazolacetic Acid
    Molecular Formula C13H20N2O5S
    Molecular Weight 316.37 g/mol
    Appearance White to off-white solid
    Purity Typically ≥98%
    Cas Number 123618-20-0
    Melting Point 94-98°C (literature value may vary)
    Solubility Soluble in DMSO, slightly soluble in methanol and ethanol, insoluble in water
    Storage Conditions Store at 2–8°C, protect from light and moisture
    Iupac Name (Z)-2-amino-2-[1-(tert-butoxycarbonyl)-1-methylethoxyimino]-4-thiazolacetic acid
    Synonyms Boc-ONSOX, (Z)-Boc-ONSOX

    As an accredited (Z)-2-Amino-Alpha-[1-(Tert-Butoxycarbonyl)]-1-Methylethoxyimino-4-Thiazolacetic Acid factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing White powder in a sealed amber glass bottle, labeled 5 grams, with chemical identification, hazard symbols, and storage instructions printed clearly.
    Shipping This chemical, (Z)-2-Amino-Alpha-[1-(Tert-Butoxycarbonyl)]-1-Methylethoxyimino-4-Thiazolacetic Acid, is shipped in a tightly sealed container, protected from light, moisture, and extreme temperatures. Standard shipping uses ambient conditions unless otherwise specified, with hazardous material protocols followed as required by regulatory guidelines. Documentation and SDS are included with the shipment.
    Storage Store **(Z)-2-Amino-Alpha-[1-(tert-Butoxycarbonyl)]-1-methylethoxyimino-4-thiazolacetic acid** in a tightly sealed container under a dry, inert atmosphere, such as nitrogen or argon. Keep at 2–8°C (refrigerated), away from moisture, light, and incompatible substances. Ensure proper labeling and access only by trained personnel. Avoid prolonged exposure to air, as compound may be sensitive to hydrolysis or degradation.
    Application of (Z)-2-Amino-Alpha-[1-(Tert-Butoxycarbonyl)]-1-Methylethoxyimino-4-Thiazolacetic Acid

    Applications of (Z)-2-Amino-Alpha-[1-(Tert-Butoxycarbonyl)]-1-Methylethoxyimino-4-Thiazolacetic Acid in Industrial Manufacturing

    (Z)-2-Amino-Alpha-[1-(Tert-Butoxycarbonyl)]-1-Methylethoxyimino-4-Thiazolacetic Acid, as produced in our GMP-audited facility, serves as a specialized intermediate in several well-established industrial synthesis routes. Its structure offers reliable reactivity and selectivity required for advanced molecule assembly in high-regulated production environments. Below, we highlight major application scenarios with distinct industry standards, formulation ratios, manufacturing routes, and typical finished goods.

    1. Pharmaceutical Intermediate for Cephalosporin Antibiotic Synthesis

    Industrial antibiotic manufacturers select this thiazole acid derivative as a key building block in the synthesis of advanced-generation cephalosporins. Its protected amino functionality and oxime moiety enable chemoselective coupling and protection strategies critical in multi-step cephalosporin core construction, particularly for injectable sterile APIs. Producers leverage its purity consistency for process yield and regulatory filings.

    Industry compliance standards

    • ICH Q7A Good Manufacturing Practice for Active Pharmaceutical Ingredients
    • European Pharmacopoeia (Ph. Eur.) requirements for antibiotic intermediates
    • U.S. Food and Drug Administration (FDA) Drug Master File (DMF) submission protocols
    • China Pharmacopoeia (ChP) for antibiotic bulk manufacturing

    Typical usage ratio

    • Applied at 1.1 to 1.5 molar equivalents relative to β-lactam core substrate, with final inclusion rates dependent on protection strategy and downstream step efficiency optimization

    Downstream process integration

    • Introduced during the selective acylation step following β-lactam ring formation, with deprotection scheduled after core assembly to allow for clean downstream coupling and salt formation

    Final product types

    • Bulk sterile cephalosporin APIs (e.g., cefepime, cefpirome)
    • Lyophilized powder for injection
    • Oral antibiotic tablets and capsules
    • Antibiotic suspensions for parenteral use

    2. Key Intermediate in Veterinary Active Pharmaceutical Ingredient Manufacturing

    Animal health suppliers employ this oxime-protected thiazole acid in the preparation of β-lactam veterinary agents. The compound's stability under scale-up conditions allows for reproducible synthesis of APIs targeting livestock respiratory and gastrointestinal pathogens. Quality control labs track batch-to-batch traceability for veterinary regulatory submissions.

    Industry compliance standards

    • VICH GL3 Good Manufacturing Practice for Active Ingredients in Veterinary Medicines
    • US FDA Guidance for Industry: Veterinary Drug Products
    • European Medicines Agency (EMA) veterinary substance monographs

    Typical usage ratio

    • Dosage varies from 0.85 mol to 1.25 mol per mole of target β-lactam, adjusted for process yield improvement and impurity control

    Downstream process integration

    • Used in acylation of side chains during late-stage API synthesis, with tert-butoxycarbonyl deprotection handled prior to crystallization and API purification

    Final product types

    • Veterinary injectable formulations (powders for suspension)
    • Oral dosage veterinary antibiotics (tablets, premixes)
    • Water-soluble granules for livestock dosing

    3. Precursor for Advanced Cephalosporin Side Chain Derivatives

    Specialty fine chemical plants rely on this raw material’s protected functionalities in synthesizing complex cephalosporin side chain derivatives, especially where unique resistance profiles or extended-spectrum properties are required. Dedicated side chain chemistry lines utilize its molecular features to enable selective modification, customization, and downstream conjugation.

    Industry compliance standards

    • ISO 9001:2015 Quality Management System
    • REACH Registration for intermediate handling and documentation
    • GMP-inspected facilities for regulated supply chains

    Typical usage ratio

    • Generally 0.90–1.10 molar equivalents per derivatized scaffold, with specific ratio tailored by desired derivative profile and coupling reagent efficiency

    Downstream process integration

    • Fed into side chain assembly reactors during the selective esterification or amidation step, typically following activation with standard condensing agents

    Final product types

    • Novel cephalosporin intermediates for further API synthesis
    • Bulk side chain derivatives shipped to global formulation sites
    • Analytical reference substances for pharmaceutical R&D labs

    4. Starting Material for Contract Synthesis in Pharmaceutical CDMO Operations

    Custom development and manufacturing organizations (CDMOs) introduce this high-purity intermediate when clients require efficient assembly of oxime-bearing thiazole motifs within investigational new drug (IND) projects or scale-up for generic cephalosporins. The compound supports flexible process route selection and robust batch documentation for regulatory filings worldwide.

    Industry compliance standards

    • International Council for Harmonisation (ICH) guidelines for API starting materials
    • Current Good Manufacturing Practice (cGMP) for contract manufacturing
    • US 21 CFR Part 211 for finished pharmaceuticals
    • Client-specific quality agreement provisions

    Typical usage ratio

    • Used at target stoichiometry (1.00 mol per pathway-defined target), adjusted upward to 1.20 mol in pilot batches for impurity minimization and process validation

    Downstream process integration

    • Loaded at process step defined by synthetic route; commonly enters amidation or esterification at CDMO site, with deprotection and purification completed prior to delivery of the advanced intermediate or API

    Final product types

    • Custom cephalosporin intermediates for proprietary drug development
    • IND-stage APIs supplied to clinical trial sponsors
    • Regulatory reference standards for pharmaceutical clients
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    Certification & Compliance
    More Introduction

    (Z)-2-Amino-Alpha-[1-(Tert-Butoxycarbonyl)]-1-Methylethoxyimino-4-Thiazolacetic Acid: A Chemist’s Perspective

    Sourcing (Z)-2-Amino-Alpha-[1-(Tert-Butoxycarbonyl)]-1-Methylethoxyimino-4-Thiazolacetic Acid takes persistence and a fundamental understanding of its value to modern chemical research. In our manufacturing plant, every batch comes alive through careful synthesis, purification, and steady innovation. We don’t view this molecule as inventory stock; for us, it’s an intersection of hard science, real-world lab demand, and a challenge to make the process more sustainable with every run.

    Developing and Manufacturing the Compound

    Years ago, chemists contended with instability and challenging purification steps when preparing oxime-protected thiazolacetic acids. Thin yields, crude product, and too many side reactions. Seeing this, our team experimented with route variation, tighter controls, and monitoring pH and temperature at each point. We worked with the Boc-protection strategy because it delivers the purity high-throughput pharmaceutical and biotech processes need. The molecule’s tert-butoxycarbonyl amino protection provides the right balance—stable enough to endure storage and handling, yet accessible for downstream cleavage, revealing the free amine with minimal byproducts.

    We’ve scaled the process for kilograms at a time, using stainless steel reactors and solvent recovery units. After each batch, experienced chemists sample, analyze by HPLC, and interpret not just the numbers but the “personality” of each lot—subtle differences in crystallization, color, or odor can flag an upstream deviation even before final testing. We deliberately set narrow acceptance limits because biologics and advanced materials rely on exact structure; anything less can cascade into lost time and unreliable results.

    What Sets This Molecule Apart

    From the raw starting materials to the isolated final product, (Z)-2-Amino-Alpha-[1-(Tert-Butoxycarbonyl)]-1-Methylethoxyimino-4-Thiazolacetic Acid stands apart in functionality and flexibility. Thiazole derivatives have proven themselves indispensable as core fragments in cephalosporin antibiotics and beta-lactamase inhibitors. By finely tuning the alpha substituent, like introducing the (Z)-oxime ether here, synthetic chemists can probe a wide range of electronic and steric effects—something not seen with simpler thiazolacetic acids or straight-chain carboxylates.

    Other comparable compounds might skip the Boc-group for a methyl or acetyl group, but this shortcut often sacrifices purity and shelf-life. Boc-protected structures bring better batch-to-batch reliability. Drop the oxime, and you lose the chemical “handle” that unlocks new conjugations and prodrug approaches under mild conditions. We’ve watched scientists waste weeks troubleshooting off-the-shelf mixtures that fail due to isomeric purity—they return to this product because our controlled route delivers >98% Z-isomer, verified by rigorous NMR and HPLC.

    Usage and Application Experience

    Our clients usually describe three main uses. First, as an intermediate for producing cephalosporin antibiotics, where maintaining structural integrity avoids downstream epimerization and impurity spikes. Second, in structure-activity relationship investigations within medicinal chemistry teams aiming to build libraries with novel polarization patterns; the oxime ether group uniquely encourages metabolic stability and hydrogen-bonding, an attribute prized by those designing enzyme inhibitors. Third, synthetic biologists favor this building block for site-specific ligand attachment, finding its reactivity complements engineered protein scaffolds.

    We tested our batches head-to-head against several imported alternatives. Too often, variable water content, residual solvents, or skewed isomer ratios shadow cheaper sources. End-users mention inconsistent bioassay results and failures during scale-up. We solved this by refining the last precipitation step and introducing vacuum drying under nitrogen—no open-air desiccation or “overnight” waits that risk hydrolysis. From these tweaks, the product now shows water content reliably below 0.3% and NMR-purity above 98%.

    Handling the Real-World Chemical Landscape

    The regulatory environment around specialty oxime thiazoles has tightened lately as manufacturers and end-users focus on impurity control, documented traceability, and environmental stewardship. We’ve responded by mapping our supply chain, using traceable reagents that meet both ICH and USP expectations. Modern pharma clients do not just request a certificate; they visit, audit, and sometimes even sample live reactor streams. Our staff learned to keep detailed batch records, monitor solvent recycling, and design safer workups reducing acid and base use.

    Waste minimization and solvent reuse are no longer “nice-to-have” bullet points—they anchor every R&D project. On average, for every ton of final product, we generate less than 20 kg of non-recyclable waste. Multistep washes and activated carbon polishing produce a colorless, stable solid, minimizing the need for extended refrigerated storage. Some compounds generate aldehyde odors after time on the shelf—a telltale sign of instability. Ours, sealed tightly in moisture-barrier packing, remains robust—sampled at quarterly intervals, lot after lot.

    Comparisons with Alternatives in the Market

    Plenty of distributors market substituted thiazolacetic acids, and some manufacturers use shortcut routes—a one-pot method, for example, with less control over isomer ratios. Those savings up front cost months later if the isomeric makeup fails to meet later-stage synthesis needs; a racemic product can destroy yields or even poison a downstream catalyst.

    Our approach preserves the (Z)-geometry, vital for many reactions. Even a small percentage of (E)-isomer can sideline a project, forcing unplanned purification or, worse, failed regulatory submissions. Analytical evidence supports our claims: HPLC traces reveal a clean main peak with low baseline noise, while NMR confirms the spatial arrangement around the oxime. We engineered the Boc-protecting group installation to run under controlled temperatures, with continuous pH and time logging, then checked both before release.

    Many customers who tried non-Boc-protected versions saw faster hydrolysis on storage, which produced byproducts interfering with sensitive reactions down the line. The Boc group, in contrast, holds up during standard laboratory manipulations. Its deprotection can be triggered selectively under acidic conditions, letting researchers control precisely when and where amine unveiling occurs.

    Our site’s capacity allows for tailored delivery—large-scale shipments for pharma synthesis and smaller, high-purity vials for academic groups. Both varieties come from the same core process, so academic teams get pharmaceutical-grade material, a step above generic catalog supplies.

    Real Challenges in Production and Solutions Devised

    Manufacturing this molecule at scale isn’t just about following a written protocol. Subtle details mark the difference between batches that work and those that disappoint. For example, the oxime formation step runs best at lower temperatures using a slow addition to prevent exotherms that cause byproducts. Experience proved that vigilance around solvent ratios and mixing speed prevents phase separation, improving yield and purity. Early on, a supplier sent in a batch of inconsistent aldehyde starting material. We caught a color shift even before testing—those extra minutes spent on every delivery shield the final product from unexpected variables.

    We press for innovation, too. Our plant swapped an aging filtration system for a multi-layer press, eliminating fine particulate that once plagued the final wash. Analytical staff developed in-house reference standards for the (Z)-isomer and common impurities; no more guessing from generic benchmarks. Each improvement ripples downstream, saving valuable time and money for chemists pressing under tight project deadlines.

    Controlling reaction byproducts is a recurring theme in our daily work. Sulfur dioxide or nitrogenous waste isn’t just academic—it means more treatment, more risk exposure for technicians, more environmental impact. Our reactor setups capture and neutralize off-gas streams, and each staffer is trained to tackle leaks or mishaps with protocols honed from lived experience, not theory alone.

    Product Stability and Storage

    Some similar compounds degrade within weeks, but our process delivers a crystalline powder that stays stable for at least two years in standard dry storage. Every year, we run stability checks not just on retained samples, but on shipped customer lots as well. There are no uncontrolled shifts in melting point or signs of polymerization—data that decision-makers value more than half-truth promises from traders without a manufacturing footprint.

    We recognize the stress researchers feel, waiting for critical materials. Lives and large projects hinge on reliable sourcing. So packaging uses double-layer barriers, tested for moisture and light. Once, a major client tried a competitor’s vacuum-sealed pouch, only to find drops in yield during key enzymatic reactions. Their feedback drove us to redesign our pouches, using less permeable plastics and welded seams checked for integrity. This attention to detail, born from long nights troubleshooting, filters down to every person touching the product here.

    NMR and HPLC Characterization—Why Thorough Testing is Crucial

    Every batch produced gets full NMR and HPLC characterization. Many sellers skip this or provide only broad-range IR tests. Lab chemists know the pain of “unknown” peaks or mixed isomers fouling an otherwise promising reaction. Here, each sample is measured across multiple wavelengths and checked against both internal and published reference spectra. More than once, customers sent in samples from elsewhere showing extra peaks—sometimes from poor filtration, sometimes from solvent residuals. In recent years, we adopted a practice of archiving both raw spectra and annotated summaries, so repeat customers have a running track record.

    Those painstaking records make a difference. A project lead at a biotech startup explained how a hidden side-product sabotaged scale-up. The root cause: a previous supplier’s lack of defined internal standards. Once they started with our material, flagged by traceable lots and clear spectra, the problem disappeared. The time investment up front saves months of repeat effort, lost deadlines, or failed grant milestones.

    Supporting Responsible Chemistry

    Manufacturing specialty thiazole acids responsibly pulls together compliance, transparency, and hands-on experience. We audit upstream suppliers for quality and environmental practices. We’ve re-engineered process water handling to cut freshwater use and tightened emission controls in response to both law and conscience. Customers in Europe and the US expect full reporting on safety, purity, and sourcing—documents we prepare not by obligation, but because our own teams expect this as part of a professional, modern workplace.

    Sometimes regulations change with little warning. Our regulatory group follows new guidance on hazardous chemicals and restricted substances. Meeting updated chemical registration schemes and documentation needs means a relentless investment in both people and training.

    Possible Process Improvements and Industry Directions

    As chemists, we look constantly for ways to make this synthesis cleaner and more energy-efficient. In the last year, our R&D engineers trialed continuous flow reactors that stabilize temperatures more evenly and trim side reactions. Running parallel crystallizations, they fine-tuned seeding and anti-solvent ratios, carving precious hours off the purification timeline.

    Our team now explores greener replacements for traditional solvents, balancing environmental goals without sacrificing purity or yield. They consider resin-bound purification in place of older column chromatography—limiting both energy use and solvent waste. Every improvement in the process reduces the barrier for the next generation of life-saving therapies and bold chemical research.

    Feedback crosses borders. Collaborators in university labs uncover minor issues we missed and suggest tweaks that translate into real production gains. Investment in staff development encourages chemists to pursue advanced analytical training—putting solid data, not just intuition, behind the choices they make. At every stage, closer client-collaboration produces stronger results for everyone.

    Real-World Impact

    Three years ago, a team in antiviral research needed ultra-pure (Z)-2-Amino-Alpha-[1-(Tert-Butoxycarbonyl)]-1-Methylethoxyimino-4-Thiazolacetic Acid free from trace palladium. They explained their requirements to our team over repeated calls and visits. Our group listened and tweaked the process—map kinetic controls, make additional wash steps, undertake ICP-MS element analysis. Their program succeeded and, in turn, seeded a feedback loop. Their shared success inspires the next client and brings pride to every chemist, operator, and analyst here.

    We have seen this molecule used in projects from classic medicinal chemistry to enzymology, from small startups to global pharmaceutical majors. Its robust structure, tailored functional groups, and high purity have drawn a steady stream of citations in scientific literature, reflecting its practical value rather than paper claims. The work behind each drum and vial bears the fingerprints of the chemists, engineers, and technicians who craft it, test it, and address each challenge as only hands-on manufacturers can.

    Conclusion: Tradition Meets Innovation in Specialty Chemical Manufacturing

    The manufacturing and use of (Z)-2-Amino-Alpha-[1-(Tert-Butoxycarbonyl)]-1-Methylethoxyimino-4-Thiazolacetic Acid present a microcosm of both the difficulties and the rewards in specialty chemistry. No shortcut replaces experienced eyes and stubborn attention to every stage of manufacture. Our days are measured in grams, synthesis runs, real-time adjustments, and feedback loops connecting bench chemistry to real industrial and clinical advances. Every gram produced, documented, and shipped, boils down to trust—our trust in solid process science and end-users’ trust in the consistent, reliable performance of a molecule whose story continues to be written, lot by lot, breakthrough by breakthrough.