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(S)-(-)-4-Tert-Butyl-2-Oxazolidinone

    • Product Name (S)-(-)-4-Tert-Butyl-2-Oxazolidinone
    • Einecs 285-777-7
    • 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

    196246

    Chemical Name (S)-(-)-4-Tert-Butyl-2-Oxazolidinone
    Cas Number 99395-88-7
    Molecular Formula C7H13NO2
    Molecular Weight 143.18 g/mol
    Appearance White to off-white solid
    Optical Rotation [α]D20 -19° to -21° (c=1, CHCl3)
    Melting Point 80-84 °C
    Purity Typically ≥98%
    Solubility Soluble in organic solvents such as dichloromethane and ethyl acetate
    Storage Conditions Store at 2-8°C, in a tightly closed container
    Smiles CC(C)(C)C1COC(=O)N1

    As an accredited (S)-(-)-4-Tert-Butyl-2-Oxazolidinone factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing Brown glass bottle containing 25 grams of (S)-(-)-4-Tert-Butyl-2-Oxazolidinone, sealed with a screw cap, labeled for laboratory use.
    Shipping (S)-(-)-4-Tert-Butyl-2-Oxazolidinone is shipped in secure, chemical-resistant containers to prevent contamination and moisture exposure. Packaging complies with local and international regulations for chemical transport. Temperature and handling instructions are included to ensure product integrity. Appropriate hazard labeling is affixed, and shipping is tracked for safety and timely delivery.
    Storage (S)-(-)-4-Tert-Butyl-2-oxazolidinone should be stored in a tightly closed container, protected from light and moisture, in a cool, dry, well-ventilated area. Avoid exposure to heat, incompatible substances, and strong oxidizers. Store at room temperature (15–25 °C), and ensure proper chemical labeling. Follow all relevant safety and regulatory guidelines for storage of organic compounds.
    Application of (S)-(-)-4-Tert-Butyl-2-Oxazolidinone

    Applications of (S)-(-)-4-Tert-Butyl-2-Oxazolidinone in Industrial Manufacturing

    (S)-(-)-4-Tert-Butyl-2-Oxazolidinone is a specialty chiral auxiliary widely implemented in regulated industrial synthesis. Our direct manufacturing supports consistent supply for critical downstream processes requiring reliable enantiocontrol. Below, we detail genuine industrial applications with their regulatory, formulation, process, and finished product specifications.

    1. Asymmetric Pharmaceutical API Synthesis (e.g., β-Lactam Antibiotics)

    Process development teams in pharmaceutical plants employ this oxazolidinone as a chiral auxiliary for the enantioselective synthesis of key intermediates, especially in β-lactam and carbapenem pathways. Controlled incorporation occurs during nucleophilic addition steps to ensure stereochemical integrity. Manufacturers adhere to precise enantiopurity criteria to meet finished API QP specifications and facilitate regulatory submission.

    Industry compliance standards

    • ICH Q7 GMP for Active Pharmaceutical Ingredients
    • USP/NF monographs for intermediates
    • European Pharmacopoeia (Ph. Eur.) 2.2.46 Chiral chromatography
    • FDA 21 CFR Part 210/211

    Typical usage ratio

    • 0.95 to 1.10 equivalents versus the target precursor, with adjustments based on enantioselectivity data and route scale-up

    Downstream process integration

    • Charged into reactor during the condensation or ring-closing phase to induce chirality, followed by auxiliary cleavage before downstream isolation and purification steps

    Final product types

    • Carbapenem class antibiotic APIs
    • Cephalosporin intermediates
    • β-Lactam derivatives for parenteral formulations
    • Regulatory-submitted enantiopure intermediates

    2. Production of Agrochemical Enantioselective Intermediates

    Industrial agrochemical sites utilize this compound as an auxiliary for the asymmetric synthesis of herbicide and insecticide precursors. The material enters the process during key carbon–carbon bond forming steps, often in batch or continuous mode, to achieve high stereoselectivity necessary for downstream biological activity and regulatory import tolerances.

    Industry compliance standards

    • FAO/WHO technical specification for pesticide intermediates
    • ISO 9001:2015 certified QC systems
    • REACH registration (EC 1907/2006) in the European Union
    • EPA Good Laboratory Practice Standards (40 CFR Part 160)

    Typical usage ratio

    • Usually 1.0 equivalent to substrate, with range from 0.90–1.20 depending on crop protection molecule and enantio-induction data

    Downstream process integration

    • Added during the enolate or imine formation stage, removed post-cyclization to yield chiral agrochemical intermediates; spent auxiliary recovered where possible

    Final product types

    • Herbicide chiral precursors (e.g., selective ALS inhibitors)
    • Enantioenriched insecticidal compounds
    • Pesticides with chirality-based patent protection
    • Crop protection screening batches for regulatory submission

    3. Custom Synthesis of Chiral Fragrance Precursors

    Key fragrance molecule laboratories integrate this material to access non-racemic intermediates essential for high-purity aroma production. Entry typically occurs during stereoselective cyclizations or alkylations, affording downstream enantiopure alcohols or lactones. This enables global fine fragrance manufacturers to differentiate natural-identical note profiles in competitive raw material markets.

    Industry compliance standards

    • IFRA Standards for Fragrance Substances (2023 amendment)
    • ECHA REACH (Registration, Evaluation, and Authorization of Chemicals) dossier requirements for non-food use
    • ISO 9235:2013 for aroma materials of natural origin
    • Rigorous internal QC via chiral HPLC for enantiopurity traceability

    Typical usage ratio

    • 1.00 equivalent relative to the target aldehyde or acid substrate, modulated within 0.98–1.05 based on reaction selectivity and scale

    Downstream process integration

    • Reactant charged at the stereocenter-establishing step, followed by routine removal and decanting during workup to isolate unsymmetrical intermediates

    Final product types

    • Chiral aroma chemicals (e.g., δ-lactones, ionones)
    • Premium-grade fragrance bases for F&F sector
    • Non-racemic building blocks for high-end perfume houses
    • Niche olfactory materials for regulatory-compliant body care formulations

    4. Fine Chemical Synthesis for Advanced Material Intermediates

    Mature fine chemical plants deploy this oxazolidinone to control stereochemistry in advanced intermediate synthesis, especially for materials used in specialty coatings, specialty polymers, and optical brighteners. High-value end users demand traceability and minimal byproduct profiles; facilities implement validated procedures to ensure strict batch-to-batch uniformity and quality documentation.

    Industry compliance standards

    • ISO 9001:2015 certified operational protocols
    • GHS labeling and SDS documentation per OSHA 29 CFR 1910.1200
    • RoHS (EU Directive 2011/65/EU) compliance for electronic-grade intermediates
    • Quality Agreements with global material OEMs

    Typical usage ratio

    • 0.85–1.20 equivalents, based on desired enantiomeric excess and process economics—optimized during process-mapping pilot trials

    Downstream process integration

    • Introduced in asymmetric addition or cyclization sequences, followed by in-process auxiliary recovery and chiral analysis pre-integration to main product stream

    Final product types

    • Stereo-defined monomers for specialty electronics
    • High-performance coating intermediates
    • Optical brightener mono-precursors
    • Chiral building blocks for functionalized polymers

    5. R&D and Scale-Up of Chiral Intermediates for Clinical Trials

    Contract manufacturing organizations and pharma innovation labs apply this material at pilot and scale-up stages to evaluate new chemical entities for Phase I–II clinical programs. Technical staff design GMP-compliant syntheses incorporating the oxazolidinone to guarantee stereochemical control, reproducibility, and full traceability for regulatory filings and technology transfer to commercial scale.

    Industry compliance standards

    • ICH Q11 Development and manufacture of drug substances
    • GMP Part II for Investigational Medicinal Products (EU)
    • FDA DMF (Drug Master File) referencing for chiral intermediates
    • Comprehensive analytical method validation (ICH Q2)

    Typical usage ratio

    • Strictly matched to stoichiometry (1.0 equivalents), adjustable to 0.90–1.10 depending on process optimization data during scale-up

    Downstream process integration

    • Auxiliary enters as a critical reagent in scale-up runs at the enantioselectivity-determining step, tracked by batch record for clinical traceability

    Final product types

    • Chiral pharmaceutical intermediates for preclinical/clinical trials
    • Investigator’s drug product batches
    • Referenced NCE intermediates for regulatory submissions
    • Specialty pilot lots for technology transfer evaluation
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    Certification & Compliance
    More Introduction

    (S)-(-)-4-Tert-Butyl-2-Oxazolidinone: Practical Perspectives From a Manufacturer

    Our experience with (S)-(-)-4-Tert-Butyl-2-Oxazolidinone spans years of development, synthesis, and continuous supply to research and production sites worldwide. Chemists, both in academic labs and commercial production, recognize the value that comes from working directly with manufacturers who understand not only the chemistry but also the realities of batch scale-up, variability, and real-world performance. This compound, with the CAS number 78715-24-9, demonstrates its worth not only due to its enantiomeric purity, but also because of the reliable and consistent results it offers when precision matters.

    Model and Specifications Grounded in Production Reality

    Every time a client specifies a need for (S)-(-)-4-Tert-Butyl-2-Oxazolidinone, we examine requirements beyond the surface. Our product is made with tight control over enantiomeric excess, typically exceeding 99%, using high-purity starting materials. In practical terms, this means a white to off-white crystalline solid, easily handled in standard laboratory conditions, free from detectable moisture or volatile impurities (confirmed via Karl Fischer and GC results respectively). Most orders ship in multi-gram to multi-kilogram batches, stored in sealed containers that guard against hydrolysis and air humidity, because we know too well how oxazolidinones degrade with careless storage.

    Real-World Uses: Insights From Real Chemists

    The requests that reach our plant seldom focus only on the molecule’s chemical structure; researchers care about outcome. (S)-(-)-4-Tert-Butyl-2-Oxazolidinone serves as a well-established chiral auxiliary and resolving agent. Over decades, our partners have built large libraries of chiral intermediates starting with this compound. Its bulky tert-butyl group increases stereoinduction, which appeals to medicinal chemistry projects and specialty synthesis. Most projects using this molecule take advantage of its reliable, selective induction during asymmetric synthesis—especially in the construction of β-hydroxy acids, amino alcohols, and during aldol reactions where selectivity drives cost and performance down the line.

    Pharmaceutical companies and advanced material manufacturers appreciate the predictability and the way enantiomeric purity impacts downstream processes. Those developing generic drugs and biosimilar compounds often source larger quantities for pilot scale-up, with an eye to batch-to-batch consistency. In the past, customers noted variable or diminished yield from less reliable brands. In our experience, robust purification techniques and transparent process documentation allow for fast problem-solving and process transfer with minimal headaches.

    Living Up to Stringent Quality Expectations

    Time and again, we find that final applications demand much more than a certificate of analysis. Our quality control teams perform chiral HPLC for every production run, confirming enantiomeric purity and quantifying any racemization under expected reaction temperatures. Each batch undergoes additional screening for trace heavy metals and solvents, because we’ve seen how minor contaminants carry through and affect catalytic cycles and crystallization outcomes. For users scaling up to pilot or full production, this vigilance often spells the difference between project delays and smooth transition up the value chain.

    What Sets Our (S)-(-)-4-Tert-Butyl-2-Oxazolidinone Apart

    We pay attention to details that influence how this material interacts with other reagents. Years of feedback and collaboration revealed that users face complications from variability between supplies. Reactions proceed with greater confidence when both chemical purity and chiral purity hold steady. Our transparent in-house synthesis leaves no mystery about reagents or process contaminants, which gives chemists peace-of-mind for projects subject to regulatory scrutiny.

    Some alternative auxiliaries see use in similar roles, but (S)-(-)-4-Tert-Butyl-2-Oxazolidinone finds a unique niche because of its high stereodifferentiation and resistance to side reactions. Axial selectivity stays consistent across a range of reaction types, a quality praised in both published literature and our post-market follow-ups. The tert-butyl substituent carries bulk without easily undergoing rearrangement or oxidation, which saves time in downstream product isolation and purification. Customers in medicinal chemistry often switch from other oxazolidinones, citing superior diastereoselectivity and easier auxiliary cleavage after the desired transformation.

    Lessons Learned From Industrial Feedback

    On more than a few occasions, customers have shared stories of batches from distributors arriving with moisture incursion or lower-than-promised chiral purity. Drying agents only go so far if packaging allows microscopic environmental contact, and recovery often proves impossible once a batch has been compromised. Learning from these problems, we reinforce our packaging and provide clear guidelines for storage and handling at every transaction.

    Scale-up sometimes reveals subtleties missed at bench scale. One client reported minor racemization occurring during long heating periods, threatening the reliability of their synthetic campaign. Further investigation showed that this effect correlated with impurities in the source auxiliary—trace metals catalyzing unwanted reactions. By altering the purification sequence to target these impurities, we reduced racemization and documented the changes transparently, helping customers meet regulatory reporting requirements without disruption.

    Real-World Cost Considerations and Process Efficiency

    The notion of “cost per kilo” doesn’t capture the genuine savings delivered through consistent purity and reactivity. In one project, a switch from an inconsistent supplier to our material reduced waste by over 15% during scale-up stages. Purity at the outset meant lower levels of side products and less time spent on corrective purification, which for specialty synthesis teams directly translated to reduced timelines and lower production costs. Feedback from process chemists emphasizes that predictable behavior in the early steps avoids weeks of troubleshooting further along the pipeline.

    Research and development departments face increasing pressure to commercialize new entities on tight timelines. Access to a reliable source of (S)-(-)-4-Tert-Butyl-2-Oxazolidinone—delivered in scalable, quality-controlled lots—enables labs to work with confidence at both bench and pilot scale. The up-front investment in higher-quality chiral auxiliaries pays dividends as repeat runs deliver products to higher standards, reducing regulatory re-testing and accelerating pathways to approval or launch.

    Product Differentiation Backed by Experience

    Not every application requires the highest possible chiral purity, but for those doing work toward the clinic or producing API intermediates, every detail counts. Some oxazolidinone derivatives lack sufficient steric bulk or show partial racemization, forcing end-users to accept lower diastereomeric ratios or incorporate extra purification steps. Users looking for rapid auxiliary removal or compatibility with milder cleavage conditions have praised the way (S)-(-)-4-Tert-Butyl-2-Oxazolidinone handles without generating by-products that interfere with downstream reactions.

    We’ve developed and refined every detail, from enantiomer separation on multi-kilogram scales to gentle packaging that avoids static or dust introduction at transfer. Transparent batch reports trace every step from raw material intake to final crystalline form, supporting both internal QA and external regulatory reviews. When partners share their process data post-pilot run, optimization happens in concert. We address problems as they arise, such as batch-to-batch variability in chiral resolution, substituting analytical techniques or refining crystallization parameters as needed.

    Working Closely With Chemists: From Inquiry to Continuous Improvement

    Chemical manufacturing succeeds when suppliers collaborate with users. In our experience, open dialogue resolves problems faster than reactive complaints down the chain. Early in project timelines, we often review target specifications with customer technical leads, clarifying not just what is needed, but how the oxazolidinone will interact with catalysts, bases, or acylating reagents in actual synthetic routes. This practice roots out mismatches between real-world process tolerances and theoretical purity. Where possible, we adjust purity levels or handle particle size in a way matching the next unit operation, minimizing wasted effort during re-dissolution or transfer.

    Feedback cycles inform improvements. A partner working on continuous-flow chemistry pointed out that standard crystalline lots led to variable dissolution rates, which affected process consistency. Working side-by-side, we re-examined particle size distributions, developed a custom grind, and saw improved process repeatability and overall yield. These incremental gains reflect a manufacturing philosophy anchored in direct engagement with user needs, not just batch chemistry.

    Global Access and Regulatory Transparency

    Institutions in North America, Europe, and Asia rely on consistent chemical inputs for large-scale research and cGMP pilot projects. Cross-border shipments bring additional hurdles: customs inspection, regulatory declarations, and data specific to different jurisdictions. We pre-empt delays with extensive product documentation and clear labeling, as well as certificates covering trace solvents, residual catalysts, and batch allergen status (as required by specific pharma clients). Each batch ships with full traceability documentation, facilitating rapid response to changing regulatory or import requirements on both sides of international borders.

    Our material supports syntheses intended for registration purposes and scale-up to clinical trial production, when batch reproducibility and full disclosure underpin licensing efforts. We maintain comprehensive product dossiers, ready for due diligence by regulatory affairs professionals, enabling a smoother regulatory journey for final active ingredients made using our inputs. Over the years, customers report shorter cycle times from raw material receipt to pilot validation.

    Environmental and Safety Perspectives

    (S)-(-)-4-Tert-Butyl-2-Oxazolidinone must be handled with respect to both laboratory safety and environmental stewardship. We recognize that solvent reduction and green chemistry initiatives impact auxiliary selection. In response, our production workflow actively reduces residual solvents and eliminates persistent-waste impurities to limit environmental footprint. When clients ask about solvent compatibility or decomposition under “greener” process conditions, we provide firsthand test data and work with them to optimize the integration of this intermediate into sustainable reaction pathways.

    Process engineers count on accurate hazard evaluations and clear decomposition profiles. As practical manufacturers, we emphasize safe handling protocols, noting experience drawn from plant scale operations. For instance, batch records highlight risks from improper storage in humid air, as even trace water can hydrolyze chiral oxazolidinones. Our investments in closed transfer systems and targeted analytics stem from real incidents and the drive to protect both worker safety and downstream product quality.

    Continuous Product Development and Troubleshooting

    Every batch and every partnership pushes us to learn and refine our ways of working. Root-cause analysis in response to customer issues—say, a sudden drop in crystallization yield or unexpected spectral impurity—feeds directly into the next round of improvements. Our R&D teams track performance not only in our own plant, but also through customer feedback and published case studies. This continuous cycle of testing, failure analysis, and process tuning yields a (S)-(-)-4-Tert-Butyl-2-Oxazolidinone with high repeat-use value for laboratories and production facilities alike.

    We test every stage: isolating raw material impacts, trialing new catalysts for higher enantiomeric enrichment, and scaling green alternatives for more sustainable production. Whether preparing a 10g research sample or planning a 100kg campaign, we draw on the same knowledge compendium and adjust operations to match the needs of those carrying the chemistry into practice.

    Trust Earned By Experience and Data

    Manufacturing chiral auxiliaries for a demanding user base requires more than just chemistry know-how. It takes an appreciation for the problems users face in high-stakes discovery and commercial settings. Across dozens of feedback cycles and hundreds of delivery lots, we’ve learned that our work does not end at the plant gate. Fielding calls about mixing, storage after partial use, or unexpected analytical results provides opportunities for problem-solving that benefit every partner.

    Our reputation grows not on glossy brochures, but from the real experiences of chemists who return because their projects move forward without disruption. As raw materials and supply chains fluctuate, we balance stability through careful forecasting, batch retention, and a whole-plant commitment to both quality and open, honest communication. That depth of experience and service sets our (S)-(-)-4-Tert-Butyl-2-Oxazolidinone apart in a world where reliability means more than just ticking boxes on a spreadsheet.

    Building For The Next Generation of Synthesis

    Innovation keeps (S)-(-)-4-Tert-Butyl-2-Oxazolidinone relevant across the years. As synthetic chemistry expands into new areas—peptide engineering, asymmetric catalysis, and advanced drug design—auxiliaries with high chiral selectivity and process transparency attract growing demand. We support ongoing efforts to improve not only our molecule’s chiral purity, but also its suitability for evolving green and continuous-flow methods. Shared success with research partners drives us to refine, test, and adapt so that each batch not only meets today’s needs, but also anticipates tomorrow’s challenges.

    Through steady attention to detail, direct engagement, and responsiveness to user feedback, we continue to offer (S)-(-)-4-Tert-Butyl-2-Oxazolidinone as a reliable and effective component in the toolkit of synthetic chemists worldwide. Experience tells us that solutions to tomorrow’s problems are found by listening to users today.