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(4S,5R)-(-)-4-Methyl-5-Phenyl-2-Oxazolidinone

    • Product Name (4S,5R)-(-)-4-Methyl-5-Phenyl-2-Oxazolidinone
    • Einecs 245-475-2
    • 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

    745439

    Iupac Name (4S,5R)-4-methyl-5-phenyl-1,3-oxazolidin-2-one
    Cas Number 147398-31-0
    Molecular Formula C10H11NO2
    Molecular Weight 177.20
    Appearance White to off-white solid
    Melting Point 107-110 °C
    Optical Rotation [α]D20 = -58.0° (c=1.0, CHCl3)
    Purity ≥98.0% (HPLC)
    Solubility Soluble in dichloromethane, ethyl acetate
    Smiles C[C@H]1COC(=O)N1[C@H]2C=CC=CC=2

    As an accredited (4S,5R)-(-)-4-Methyl-5-Phenyl-2-Oxazolidinone factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing The 25g bottle of (4S,5R)-(-)-4-Methyl-5-Phenyl-2-Oxazolidinone comes in a tightly sealed amber glass container with labeling.
    Shipping The chemical **(4S,5R)-(-)-4-Methyl-5-Phenyl-2-Oxazolidinone** is shipped in sealed, air-tight containers to ensure quality and stability. It is placed in protective packaging, compliant with chemical transport regulations, and accompanied by a safety data sheet. Standard shipping includes temperature control if necessary and expedited handling to minimize transit time.
    Storage (4S,5R)-(-)-4-Methyl-5-Phenyl-2-Oxazolidinone should be stored in a tightly sealed container, protected from light and moisture, at room temperature (15–25°C). Ensure the storage area is well-ventilated and away from incompatible substances such as strong oxidizers or acids. Always keep the chemical in a designated chemical storage cabinet, and follow local regulations for safe chemical handling and storage.
    Application of (4S,5R)-(-)-4-Methyl-5-Phenyl-2-Oxazolidinone

    Applications of (4S,5R)-(-)-4-Methyl-5-Phenyl-2-Oxazolidinone in Industrial Manufacturing

    (4S,5R)-(-)-4-Methyl-5-Phenyl-2-Oxazolidinone serves as a high-value chiral auxiliary and intermediate across several specialty chemical industries. Our advanced production lines and rigorous quality systems support manufacturers in pharmaceuticals, agrochemicals, and specialty materials by delivering reliable, specification-driven input for their downstream formulations.

    1. Asymmetric Synthesis in Pharmaceutical Active Ingredient Manufacturing

    Innovators in API development use this oxazolidinone for stereoselective control during key catalytic steps, such as enantioselective aldol and alkylation reactions. Our material provides consistent enantiomeric purity, facilitating batch reproducibility and regulatory submission for drug substance registrations. Production teams incorporate it during early-stage route scouting as well as scale-up for commercial manufacturing of complex chiral APIs, particularly beta-lactam and non-beta-lactam classes.

    Industry compliance standards

    • ICH Q7 GMP Guidelines for API manufacture
    • 21 CFR Part 210/211 (US FDA cGMP for finished pharmaceuticals)
    • European Pharmacopoeia relevant monographs for chirality
    • Chinese Pharmacopeia (ChP) requirements for pharmaceutical intermediates

    Typical usage ratio

    • 0.65–1.5 equivalents per target substrate, with adjustment based on substrate reactivity and desired chiral induction

    Downstream process integration

    • Chiral auxiliary incorporated during the key stereogenic center formation steps, then cleaved and recovered (if possible) post-reaction; typically used in custom small-molecule synthesis campaigns and kilo-lab through commercial-scale production

    Final product types

    • Chiral pharmaceutical intermediates
    • Active pharmaceutical ingredients for CNS, anti-infective, and cardiovascular drugs
    • Enantioenriched beta-amino acid derivatives
    • Pipeline NCEs requiring chirality control

    2. Enantioselective Synthesis in Agrochemical Intermediate Processing

    Leading pesticide and herbicide producers utilize the material as a temporary chiral auxiliary for the synthesis of key intermediates where enantiopurity directly impacts biological activity and regulatory acceptance. The oxazolidinone scaffold enables the selective formation of desired stereo-isomers critical for the development of new generation crop protection agents, supporting rapid process validation and regulatory submissions across major agrochemical markets.

    Industry compliance standards

    • FAO/WHO Specifications for pesticide technical materials
    • ISO 9001:2015 quality management for agrochemical input materials
    • REACH (EC 1907/2006) registration for use in European Union
    • China GB/T regulatory compliance for agricultural chemical production

    Typical usage ratio

    • 0.9–1.2 equivalents relative to the target carbonyl partner with fine-tuning based on product yield and isomer preference

    Downstream process integration

    • Auxiliary introduction during asymmetric synthesis step, removal following product isolation; frequently utilized in pilot plants and early commercial volumes to develop high-purity intermediates for final actives

    Final product types

    • Single-enantiomer herbicide and fungicide intermediates
    • Nonracemic synthetic pyrethroid cores
    • Chiral plant growth regulators for controlled-release applications
    • Building blocks for selective insecticide development

    3. Fine Chemical Synthesis for Advanced Polymer Additives

    Formulators in specialty performance materials employ (4S,5R)-(-)-4-Methyl-5-Phenyl-2-Oxazolidinone as a key building block for introducing optically active centers in high-end polymer additives. Its inclusion enables precise microstructure tuning in additive formulations, raising application-specific characteristics such as impact resistance, thermal stability, and opto-electronic properties. Custom synthesis teams rely on consistent batch-to-batch material integrity for reproducible additive profiles in third-party QC audits and large-volume supply contracts.

    Industry compliance standards

    • ISO 9001 & ISO 14001 for specialty chemical manufacturing
    • RoHS (Restriction of Hazardous Substances Directive, EU)
    • REACH pre-registration for polymer processing aids
    • ASTM D6288-10 for quality testing of polymerizable chiral additives

    Typical usage ratio

    • 1–5% by weight in additive formulation blend, with higher concentrations for high-performance engineering thermoplastics

    Downstream process integration

    • Incorporated during custom monomer synthesis or as a functional group transfer reagent during masterbatch blending for optically active polymer architecture

    Final product types

    • Impact-modified copolymer additives
    • Advanced chiral optoelectronic polymer elements
    • Specialty engineering plastics for automotive and electronics
    • Functionalized UV-stabilizer concentrates

    4. Chiral Building Blocks for Peptide and Amino Acid Derivative Synthesis

    Biotech and custom fine chemical segments use this oxazolidinone as a chiral auxiliary for the preparative-scale synthesis of non-natural amino acids and constrained peptide frameworks, essential for new peptide drug, diagnostic, and research tool development. It allows site-specific introduction of chiral centers, increasing the rigidity and metabolic stability of target compounds, particularly for peptidomimetic and cyclic peptide pharmaceutical candidates.

    Industry compliance standards

    • ICH Q11 for development and manufacture of drug substances
    • US FDA QSR for peptide API intermediates
    • EU EMA guidelines for starting material selection
    • Japanese PMDA standards for non-natural amino acid precursors

    Typical usage ratio

    • 0.7–1.3 equivalents per targeted amino acid precursor, with modifications for ring size and backbone requirements

    Downstream process integration

    • Used during asymmetric synthesis or cyclization step; removed during downstream deprotection or cleavage protocols prior to HPLC purification

    Final product types

    • Enantioenriched non-proteinogenic amino acids
    • Cyclic peptide pharmaceutical research compounds
    • Peptoid and peptidomimetic scaffolds for drug discovery
    • Bioconjugation reagents for diagnostics and imaging
    Free Quote

    Competitive (4S,5R)-(-)-4-Methyl-5-Phenyl-2-Oxazolidinone prices that fit your budget—flexible terms and customized quotes for every order.

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    Certification & Compliance
    More Introduction

    (4S,5R)-(-)-4-Methyl-5-Phenyl-2-Oxazolidinone: Direct from the Manufacturer

    At our facility, (4S,5R)-(-)-4-Methyl-5-Phenyl-2-Oxazolidinone draws a lot of attention from synthetic chemists and process developers. Even after running countless batches and handling raw inputs hands-on, this compound never becomes a routine job. Its optical purity still stands as both a source of pride and a technical challenge. Each production run means everything has to work right—from raw material selection to the last purification step—because the expectations in enantioselective synthesis leave no room for error.

    Our experience tells us why this molecule commands such interest. (4S,5R)-(-)-4-Methyl-5-Phenyl-2-Oxazolidinone enables the construction of chiral intermediates with reliable transfer of asymmetry, especially in alkylations, aldol reactions, and cyclizations. Over the years, we’ve watched our clients use it for the preparation of beta-amino acids, chiral auxiliaries, and homochiral building blocks, particularly in research labs focused on pharmaceuticals and agricultural actives. Some, looking for that right-handed twist in their target molecule, have made use of our product’s predictable stereochemistry to shave months off their synthesis timelines. Laboratories working on active pharmaceutical ingredients often tell us how difficult it is to switch out this compound once an optimized route has been established, simply because other oxazolidinones often fail to reproduce the same selectivity under real-world conditions.

    Producing (4S,5R)-(-)-4-Methyl-5-Phenyl-2-Oxazolidinone at scale involves numerous decisions, large and small, that affect every gram. We focus on stereochemical integrity: temperature, humidity, and even the smallest pH shifts in the work-up can introduce trace impurities. Years ago, inconsistent starting material cost us more than any lab error—a lesson that made us establish close relationships with upstream suppliers and lock down critical parameters beyond the numbers listed in purchasing documents. The payoff comes in the final purity and chirality, which researchers report as crucial to the reproducibility of their results.

    On paper, the molecule’s structure looks simple: an oxazolidinone ring, with a methyl at the 4-position and a phenyl at the 5. Its subtlety lies in the spatial relationship of those substituents, and actual production brings out the disconnect between chemical drawings and real-world complexity. Most customers expect a consistent, high-purity crystalline powder, often requiring a purity of greater than 99 percent and optical rotation that matches reference standards. We cross-check every lot against in-house reference libraries, which have grown out of years of feedback from real usage, NMR, HPLC, and chiral GC testing. Even an experienced chemist or process engineer will find that attention to every variable—down to the origin of solvents—translates to performance in the lab or pilot plant.

    This oxazolidinone stands apart from related products. For example, (S)-4-benzyl-2-oxazolidinone gets used in some similar transformations. In our shop, we see a measurable difference in both the types of reactions possible and the level of stereoselectivity. The methyl-phenyl derivative (the product in focus here) shows higher control in many alkylations and acylations. Some industry reports suggest that the nature of the substituents plays a decisive role in transition state stabilization. We’ve confirmed this, seeing reaction yields jump as much as 20 percent in optimized protocols, especially in cases where the substituents direct approach and attack of reagents. These results aren’t theoretical—they come from batches made thousands of grams at a time and tested not just in glass but in kilo-scale reactors.

    Customers frequently ask about batch-to-batch consistency. Our approach to synthesis has always focused on eliminating sources of variability that show up only after scale-up. We keep extensive records on process changes and have learned that even a minor increase in stirring speed can affect crystal morphology. Consistent optical purity often distinguishes serious suppliers from those who repackage or re-label without direct control. Over the years, clients have reported significant setbacks from using material prepared by less rigorous methods—most often, the difference becomes clear only after a problematic reaction or a failed scale-up. Losing a week, or a month, can set back a research program or a time-sensitive scale-up campaign, especially when patent timelines are tight or product launch dates are looming.

    Failings of similar derivatives often come up in discussions with process groups trying to understand an unexpected NMR spectrum or an off-target diastereomeric ratio. Those differences often track back to subtle changes in ring substitution. The 4-methyl, 5-phenyl arrangement delivers not only a strong bias in key bond formations but also a physical stability that we, as manufacturers, value. Crystals resist atmospheric moisture, the melting point remains stable batch after batch, and the material dissolves predictably in the solvents most labs prefer. We handle and pack bulk lots in climate-controlled spaces to avoid seasonal headaches—an extra step that’s a response to years of experience with minor but economically costly spoilage from neglect.

    One major application for this compound lies in asymmetric synthesis, often as a chiral auxiliary. Chemists building up a library of analogs for structure-activity relationship studies, or those finalizing the route to a candidate drug, recognize its value early on. We’ve supported projects requiring hundreds of grams for exploratory reactions, followed by multi-kilo expansion as the drug candidate moves toward pilot campaigns. In these projects, the ability to guarantee uninterrupted and uniform supply means more than just filling a P.O.—it enables the customer’s development timeline to stay on track.

    The bulk of client feedback credits high-purity (4S,5R)-(-)-4-Methyl-5-Phenyl-2-Oxazolidinone for improved yields, easier downstream purifications, and fewer regulatory headaches. By keeping heavy metals and key organic impurities far below strict thresholds, we meet requirements for both exploratory research and later manufacturing stages. Handling documentation and testing in-house ensures that any concerns get addressed before the product leaves our floor. Over-specification often gets criticized as bureaucratic, but clients who remember failed reactions or off-spec product deliveries from competitors take comfort knowing the details do matter and are backed up by decades of manufacturing experience.

    Alternate oxazolidinones have, from our view, mostly served niche markets or specific custom syntheses. They sometimes win attention for marginally better performance in specialized reactions or for cost advantages. What keeps (4S,5R)-(-)-4-Methyl-5-Phenyl-2-Oxazolidinone as a tried-and-true choice comes down to proven selectivity, consistent supply, and a track record of meeting regulatory and practical lab needs. Simpler analogs rarely deliver the same results in large-scale transformations, and more elaborately substituted versions bring increased cost and questions about availability. After years of making, shipping, and troubleshooting, we see that users consistently return to this molecule for chiral induction and predictable reaction profiles.

    Practical use cases fill scores of research notebooks. In recent years, asymmetric epoxidations, aziridinations, and Michael additions have all seen notable improvements when this chiral auxiliary finds the right target. Our colleagues in medicinal chemistry, agricultural synthesis, and specialty chemical manufacture share stories of easier chromate separations and more reliable diastereomeric excess. Sometimes, the difference between process success and failure really comes down to the choice of auxiliary and the hands that made it. For chemists with a deadline, those small details add up to real business value.

    Every lot gets sampled for more than just meeting numbers. Over time, we’ve found that an unexpected smell, a slight shift in melting point, or a variance in solubility can hint at larger underlying issues. Only direct, day-to-day involvement with both the process and the packaging uncovers—and solves—those problems before the product heads out the door. The people making the product have the authority to halt or divert material at any stage if they spot something wrong—a checkpoint that rarely features in offsite or hands-off manufacturing models.

    As new markets and sustainability standards evolve, we have seen greater demand for greener, lower-impact production. Whenever possible, we've moved away from halogenated solvents and minimized waste. This not only responds to client needs for regulatory documentation but also meets our own expectations for best practices. Many customers in pharmaceutical development now ask about sourcing and production audits. We keep transparent records open for review, both as a testament to our process and as reassurance to project managers accountable to global authorities. By refining protocols and switching to lower-impact reagents, we've reduced our own environmental footprint and minimized risk in customer supply chains.

    Over the last decade, pharmaceutical and specialty chemical regulation has increased in both depth and complexity. Customers navigating audits by global agencies count on manufacturers who can supply unequivocal data on sourcing, storage, and quality control. By conducting in-house analysis, archiving batch records, and ensuring every operator knows their process, we’ve helped downstream producers pass stringent audits. A commitment to full traceability runs through every stage of our operation—not just because it’s demanded by regulators but because it protects the value of our customers’ work and reputation.

    The ongoing challenge remains balancing cost, quality, and reliability at scale. Compromises at any stage—sourcing, storage, synthesis, or logistics—reflect in the final product in performance and in customer trust. We invest in training, double-layered instrument calibration, and regular process reviews not by regulatory pressure but by experience learned from real-world setbacks and recoveries. Each success builds on knowing where things once went wrong and refusing to let those lessons go unheeded.

    Looking ahead, we've started seeing demand for larger, campaign-sized batches of (4S,5R)-(-)-4-Methyl-5-Phenyl-2-Oxazolidinone from advancing mid-stage pharmaceutical programs and innovation-driven agricultural groups. Flexibility in volume supply, rapid custom configuration, and close communication set a strong foundation for complex project needs. Our synthesis teams work closely with customers on ramping up or modifying lots to match evolving process parameters. We see that success in these partnerships stems from a willingness to share data, handle custom requests promptly, and, above all, guarantee that technical support doesn’t end with the transaction.

    Even as process chemistry and regulatory demands shift, the fundamentals remain: consistent optical purity, robust batch reliability, and technical support rooted in practical manufacturing knowledge. Each lot produced draws on a chain of decisions extending from reagent selection, handler training, and environmental monitoring, all the way to the powders or crystals placed in the hands of the chemist. We see our task as not just delivering a chemical but preserving the reliability and reputation that enables innovation down the supply chain.

    (4S,5R)-(-)-4-Methyl-5-Phenyl-2-Oxazolidinone stands as more than just a reagent. It represents trust built through years of tailored synthesis, strict controls, and transparent operation. For those in need of a high-purity chiral auxiliary, direct from the manufacturer, experience has shown that every detail in preparation and delivery makes a difference in research progress and commercial success.

    Practical Differences: Choice Matters

    Competition from other oxazolidinones persists, often driven by initial cost targets or availability from resellers. Our position as a direct manufacturer gives us the flexibility to set and meet higher standards, resisting compromises that sometimes slip into the market. Overshadowed by a focus on rapid delivery, downstream users who move away from reagents like (4S,5R)-(-)-4-Methyl-5-Phenyl-2-Oxazolidinone often come back after less effective auxiliaries or frustratingly inconsistent results. The downstream proof lies in the generated chirality, process throughput, and time saved—not just the price per gram.

    The small details—ranging from particle size optimization to packaging under inert conditions—get built in response to real client requirements. That feedback loop doesn’t exist without the direct connection to both the process and the researchers using the material. Overhauling silica particle fractions, adjusting solvent swaps, and switching out filter media grew out of hands-on troubleshooting and open channels with our customers. The ability to deliver product that not only meets analytical criteria but also integrates seamlessly with common lab procedures comes from repeated refinements and a refusal to accept “good enough” as a standard.

    For advanced synthesis, chiral auxiliary purity and consistent stereochemistry aren’t negotiable. Poorly defined material, repackaged or cut with undefined byproducts, sabotages reaction plans and undermines the confidence of otherwise skilled chemists. Most of our clients request analytical certificates that detail not just standard purity metrics, but also spectroscopic and chiral chromatographic profiles, offering transparency backed by extensive in-house capability. Any deviations, even minor, find immediate attention—a practice we attribute to running our own production line.

    End-users often overlook supply security until a delayed shipment or off-spec material halts work. We’ve prioritized robust inventory, direct distribution, and short communication lines, so emergencies don’t become crises. That focus grew out of hard-won experience, seeing the consequences of less-resilient distribution models. By owning the process from raw input to finished, packaged goods, we remove layers of uncertainty and return value to chemists facing tight project deadlines. The satisfaction of seeing products perform consistently, facilitating not only successful syntheses but project milestones, drives ongoing investment in process improvements and direct customer support.

    We see the value of (4S,5R)-(-)-4-Methyl-5-Phenyl-2-Oxazolidinone confirmed in every successful campaign, new molecular entity, or innovative process that finds footing with the help of our product. That perspective shapes how we approach technical, logistical, and regulatory challenges. The details matter in every batch, for every application, and our investment in making sure they are right shows in the results our customers achieve.