S-4-Phenyl-2-Oxazolidinone
- Product Name: S-4-Phenyl-2-Oxazolidinone
- Chemical Name (IUPAC): (4S)-4-Phenyl-1,3-oxazolidin-2-one
- CAS No.: 22138-53-0
- Chemical Formula: C9H9NO2
- Form/Physical State: Solid
- Factroy Site: No. 36, Beisan East Road, Shihezi Development Zone, Xinjiang
- Price Inquiry: sales2@boxa-chem.com
- Manufacturer: Tianye Chemical
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HS Code |
635271 |
| Chemical Name | S-4-Phenyl-2-Oxazolidinone |
| Molecular Formula | C9H9NO2 |
| Molecular Weight | 163.18 g/mol |
| Cas Number | 23343-85-7 |
| Appearance | White to off-white solid |
| Melting Point | 105-108°C |
| Optical Rotation | [α]D20 +67° (c=1, CHCl3) |
| Purity | Typically ≥98% |
| Solubility | Slightly soluble in water; soluble in organic solvents (e.g., DMSO, chloroform) |
| Storage Conditions | Store at 2-8°C, protected from light and moisture |
| Synonyms | (S)-(+)-4-Phenyl-2-oxazolidinone |
| Inchi Key | JOEZXRSSGLHISP-SSDOTTSWSA-N |
| Smiles | C1C(OCNC1=O)C2=CC=CC=C2 |
| Uses | Chiral auxiliary for asymmetric synthesis |
As an accredited S-4-Phenyl-2-Oxazolidinone factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.
| Packing | S-4-Phenyl-2-Oxazolidinone is supplied in a 25g amber glass bottle with a tamper-evident cap and detailed labeling. |
| Container Loading (20′ FCL) | Container Loading (20′ FCL) for S-4-Phenyl-2-Oxazolidinone: 12 metric tons, securely packed in 25 kg fiber drums on pallets. |
| Shipping | S-4-Phenyl-2-Oxazolidinone is typically shipped in a tightly sealed container, protected from light and moisture. It is handled according to safety regulations for laboratory chemicals, using appropriate labeling and documentation. The package is cushioned to prevent breakage and transported at room temperature, unless otherwise specified by the manufacturer or supplier. |
| Storage | S-4-Phenyl-2-Oxazolidinone should be stored in a tightly sealed container, protected from moisture and light, in a cool, dry, and well-ventilated area. It should be kept away from incompatible substances such as strong acids and bases. Proper labeling and secondary containment are advised to avoid leaks or spills. Store at room temperature unless otherwise specified by the manufacturer. |
| Shelf Life | S-4-Phenyl-2-Oxazolidinone typically has a shelf life of 2–3 years when stored in a cool, dry, tightly sealed container. |
Competitive S-4-Phenyl-2-Oxazolidinone prices that fit your budget—flexible terms and customized quotes for every order.
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- S-4-Phenyl-2-Oxazolidinone is manufactured under an ISO 9001 quality system and complies with relevant regulatory requirements.
- COA, SDS/MSDS, and related certificates are available upon request. For certificate requests or inquiries, contact: sales2@boxa-chem.com.
S-4-Phenyl-2-Oxazolidinone: Reliable Support for High-Value Syntheses
Built for Consistency: What Drives Our S-4-Phenyl-2-Oxazolidinone Manufacturing
Manufacturing S-4-Phenyl-2-Oxazolidinone in-house gives us the responsibility to maintain purity and consistency batch after batch. This material, known across labs as a reliable chiral auxiliary and intermediate, stands apart from standard building blocks like glycine derivatives or simple heterocycles. Over years of hands-on production, we have streamlined synthesis routes, worked through bottlenecks, and learned firsthand the reasons researchers demand both defined physical characteristics and a guaranteed low level of trace contaminants.
We have listened to process chemists: water traces and solvent residues complicate scale-up protocols when not tightly controlled. As a result, we fine-tune drying steps and invest in specialty purification rather than depend on what’s convenient. Our technical team insists on using rigorously tested solvents and validated workup procedures at each stage. Spectral fingerprints from NMR, HPLC, and MS, checked by experienced eyes rather than autonomous scripts, back each batch so chemists can feel confident pulling samples directly from the packaging.
Real-World Demand: Where S-4-Phenyl-2-Oxazolidinone Outperforms
S-4-Phenyl-2-Oxazolidinone finds its way onto the bench of medicinal chemists and process teams, not because it fills a slot in a catalog, but because its properties enable methods that less sophisticated auxiliaries simply can’t match. Most notably, the presence of the phenyl group at the fourth position brings unique electronic and steric effects. This subtle shift can make or break a stereoselective alkylation or an asymmetric cyclization.
We see regular orders from teams aiming to introduce diversity into beta-lactam frameworks or those searching for enantioselective transformations that push asymmetric induction further than glycine-based scaffolds allow. A standard oxazolidinone might serve as a generic auxiliary, but the S-4-Phenyl variant’s influence on product ratios, ease in recovery, and cycle-to-cycle robustness justify its higher demand on our line.
Colleagues at scale synthesis labs have shared feedback: S-4-Phenyl-2-Oxazolidinone not only supports cleaner separations via chromatography but also widens the temperature and pH window in specific condensation reactions. This helps reduce the number of steps and solvent swaps, reducing overall process time and cost. Researchers in pharmaceuticals and crop protection benefit when those downstream transformations remain predictable and reproducible, trial after trial.
Form and Specifications—Developed from Continuous Feedback
In the course of producing S-4-Phenyl-2-Oxazolidinone, we moved from offering a broad particle size to a more defined morphology based on feedback from customers having trouble with clumping or slow dissolution. Our team does not treat these as side issues; we address them methodically at the crystallization and drying stages. By maintaining a consistent polymorphic form and ensuring controlled particle size, we have eliminated delays during scale-up filtration steps—a frequent pain point reported from partner labs handling hundreds of grams per batch.
Packaging, often an afterthought, becomes vital with this compound, since even a small exposure to humidity or airborne contaminants can threaten its shelf stability or introduce troublesome impurities. We opt for moisture-barrier liners and tamper-sealed drums, matching protocols found downstream in regulated environments. Each drum or bottle includes a QR link to its batch chromatogram and NMR documentation, reducing paperwork and ensuring that chemists anywhere in the world receive the right data in seconds.
Our preferred spec for most orders falls at a minimum purity of 99.5%, measured by GC and ^1H NMR, excluding water below 0.1%. More stringent targets remain available on request, especially for pharmaceutically sensitive projects, though we keep the standard consistently high across all output. This approach ensures that S-4-Phenyl-2-Oxazolidinone from our reactors enters the lab already suitable for demanding steps in asymmetric synthesis, not just pilot exploration.
Applications That Rely on Reliability
For chemists, S-4-Phenyl-2-Oxazolidinone opens new routes in asymmetric synthesis without requiring so many costly fallback purification steps. Most commonly, we see its use as a chiral auxiliary for alkylation, acylation, or Michael addition. By facilitating high enantiomeric excess in target molecules, our product supports both method development and scale-up through late-stage process optimization. During pharma screening and lead optimization, selectivity and recovery remain crucial, and our product’s behavior across reactions has earned steady support and repeat demand from both research and pilot teams.
Feedback from technical directors highlights a surprising benefit: the tight distribution of impurities minimizes random byproducts that could otherwise mimic core analogs during structure-activity screening. In medicinal chemistry, that helps avoid misleading assay hits, while in agrochemistry it narrows the time spent on follow-up analysis of false positives. This difference comes directly from our technical approach—by investing in targeted purification, we eliminate potential side-chains and aromatic substitutions that would otherwise slip past a general screening protocol.
Several teams report using S-4-Phenyl-2-Oxazolidinone in enolization reactions, for both solid- and solution-phase chemistry. Compared to other auxiliaries—whether simple N-substituted or with aliphatic chains—the S-4-Phenyl variant’s balance between rigidity and bulk guides stereochemistry more reliably. For peptide coupling and the construction of beta-lactam libraries, customers have told us this auxiliary stands out for its processability: it can be recovered in a clean form and reused, stretching tight lab budgets and reducing chemical waste.
Beyond Books: What Chemists Actually Value in This Auxiliary
Most research-grade S-4-Phenyl-2-Oxazolidinone available on the open market comes from third parties, and the difference between “acceptable” and “trusted” lies in what doesn’t make it into published catalogs. Over repeated campaigns, we’ve seen other sources send material with inconsistent melting points, subtle yellowing, or unpredictable solubility—even when paperwork says otherwise. Chemists from both small startups and major R&D units have shared stories about delays traced back to these issues.
Our own journey underscores why hands-on process knowledge matters. During certain years, we found controlling the phenylation step critical—any drift in substitution leaves trace impurities that inflate downstream purification costs. Equipment scaling and the choice of glassware, along with careful monitoring of thermal profiles, have reduced these issues batch after batch. We share process notes internally and consult with academic partners to guide further improvements, not only hitting numbers but understanding root causes threatening product quality.
Direct dialogue with users revealed another advantage: by managing the pressure and temperature windows during critical cyclization steps, we can boost output and drive a more favorable particle profile, which translates to reduced reaction time in end-user applications. These operational tweaks, while invisible to buyers, translate into more predictable material behavior and better results in applications ranging from asymmetric synthesis to specialty material development.
Regulatory Considerations: Responding to the Growing Compliance Landscape
As regulatory agencies raise standards across chemical manufacturing, especially for materials intended for pharmaceutical use, we’ve built process and document controls to meet evolving guidelines. Purity, traceability, and control of residual solvents or potential genotoxic contaminants don’t just stay as lines in a report but become daily checkpoints. Audits—both internal and partner-driven—shape our workflows, forcing a living process rather than a static spec sheet.
With S-4-Phenyl-2-Oxazolidinone, these controls surface in several ways. All raw materials come from vetted, regularly audited suppliers. Batches moving to regulated markets pass additional impurity profiling for chlorinated solvents, heavy metals, and unexpected aromatic byproducts. This is one area where smaller, agile manufacturers make an impact: we can respond quickly, introducing new analytical protocols or adding extra reporting where a distributor’s off-the-shelf supply would fail scrutiny.
Realistically, not every customer requires a full ICH Q3A/B document pack, but those who do see little patience for delays or inconsistent reporting. We preempt such requests by building record-keeping—the batch release sheet, impurity tables, and process flow diagrams—into day-to-day operations, so they don’t slow down delivery or create friction at project milestones.
Challenges Addressed in Day-To-Day Production
One of the less visible challenges in S-4-Phenyl-2-Oxazolidinone production involves raw material stability, particularly phenyl-substituted carbamates and amines. These feedstocks can suffer from air and moisture sensitivity, driving up rejection rates if not handled with careful storage and fast transfer to process. Over the years, we have adjusted both logistics and in-process holding conditions to reduce wasted material and avoid introducing unknowns into the early reaction stages.
Waste treatment from phenyl-based auxiliary synthesis demands specialized protocols—destruction of spent solvents and safe handling of aromatic residues keep our team and community safe. We partner with local waste processors, documenting load-outs and implementing air monitoring in synth rooms for volatile organics. Day to day, these efforts do not directly appear on product sheets, but they help us deliver an auxiliary trusted in regulated and academic settings alike.
Upscaling this product brings other lessons. For bench-scale synthesis supporting grams to tens of grams, certain side reactions remain minor concerns. As orders increase and reaction vessels scale to kilograms, issues like post-reaction mixing and filtration pressure can introduce inefficiencies or leave residual byproducts. By designing customized reactors and real-time analytic sampling, we have avoided bottlenecks that previously ate up staff time and extended delivery by weeks.
Differences from Other Oxazolidinones: Not All Auxiliaries Deliver Alike
Industry contacts often compare S-4-Phenyl-2-Oxazolidinone to less substituted analogs or alternatives like 2-oxazolidinone or N-methyl variants. The unique advantage of our product starts with the phenyl group: this aromatic ring plays multiple roles, raising the barrier to racemization in key steps and providing a more robust steric handle during enolate formation. These features allow for tighter control in outcomes and higher yields of the desired enantiomer. Lower-cost alternatives lack this specificity and tend to produce less sharp selectivity, leading to higher clean-up costs or lower confidence in asymmetric induction.
Another distinction shows up in reusability. S-4-Phenyl-2-Oxazolidinone stands out for ease of recovery without significant degradation, unlike alternatives that suffer ring-opening or partial hydrolysis under repeated cycles. In high-volume labs, this means less downtime purifying recovered auxiliary and greater conformity in repeated campaigns. Some projects stretch over years, and auxiliary performance drift—common in cheaper sources—can throw off reproducibility even with rigorous handling. We track auxiliary recovery via targeted HPLC methods, providing data-driven assurance for those investing in larger, longer-term programs.
The gap widens further in ultra-pure applications. High-throughput pharma or agrochemical development increasingly calls for impurity profiles below what a typical distributor or trader can guarantee. By focusing on in-house testing, improved purification, and strategic raw material sourcing, we tighten specifications, fundamentally shifting the reliability of the finished auxiliary. Over time, this control shapes better downstream screening, increases confidence in reported outcomes, and saves valuable time during critical project phases.
Improving Manufacture and Application of S-4-Phenyl-2-Oxazolidinone
Improvement in chemical manufacturing doesn’t come from copying a standard recipe—it relies on daily engagement with evolving customer needs and regulatory shifts. S-4-Phenyl-2-Oxazolidinone, sitting at a nexus of process chemistry and advanced synthesis, points to the value of active problem solving. Early on, our team noticed the negative impact of trace solvents, poor crystallization, and shipping damage on auxiliary performance. By dedicating resources to glass-lined reactors, direct-to-seal packaging, and field-deployed technical reps, we not only reduced user complaints, but saw improved repeat business and stronger technical collaborations.
We train staff to move beyond checklist chemistry and listen for subtle indicators during synthesis: unexpected color, changes in melting point, unusual solvent demands. Each of these signals prompts follow-up—not only for compliance, but because our colleagues downstream have little time or patience for unexplained variance. Having direct feedback from heavy users of S-4-Phenyl-2-Oxazolidinone guides our process evolution and builds a product ecosystem measured not in catalog lines but in real-world research progress.
In recent years, digital record-keeping and in-process controls have further improved yield and reliability. Automatic alerts for temperature or pH drift help staff intervene early, catching potential batch failures before they reach packaging. Greater traceability and analytics add another layer of value—customers can investigate issues with clarity, and our technical support can reference real production data in troubleshooting.
Future plans include additional capacity for producing S-4-Phenyl-2-Oxazolidinone under GMP standards, driven by demand from pharmaceutical customers requiring alignment with the strictest global guidelines. Expansion comes with higher scrutiny, but we see it as an opportunity to deepen expertise—and to bring added value to those pursuing the next generation of asymmetric synthesis.
Connecting Manufacturer and Researcher: Clarity, Care, and Quality
Producing S-4-Phenyl-2-Oxazolidinone in-house brings together technical discipline, continuous improvement, and active responsiveness to user needs. This approach shapes the material quality at each scale, whether for medicinal chemistry, process optimization, or pilot-scale production. End users notice the difference not just in the final reaction yield but also in the confidence they gain when unpredictable setbacks remain few.
We recognize that scientific progress moves fast and today’s auxiliary might need to perform outside what yesterday’s standards could predict. By engaging with customers, adapting production, and never taking shortcuts in QC, we ensure that our S-4-Phenyl-2-Oxazolidinone stands as more than just a reagent—it becomes a reliable partner for innovation. With every order, we build on the trust established batch after batch, grounding our reputation not in grand claims, but in the day-to-day realities of laboratory chemistry.