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HS Code |
589150 |
| Iupac Name | (2S,3R)-2-amino-3-(4-nitrophenyl)-1,3-propanediol |
| Molecular Formula | C9H12N2O4 |
| Molecular Weight | 212.20 g/mol |
| Appearance | White to off-white solid |
| Melting Point | Approx. 111-113 °C |
| Solubility Water | Soluble |
| Optical Rotation | [α]D/20 +20° to +24° (c=1, H2O) |
| Cas Number | 741487-51-8 |
| Smiles | C1=CC(=CC=C1[C@@H](CO)[C@H](CO)N)[N+](=O)[O-] |
| Inchi | InChI=1S/C9H12N2O4/c10-8(5-12)9(6-13)7-2-1-3-11(14)4-7/h1-4,8-9,12-13H,5-6,10H2/t8-,9+/m1/s1 |
| Storage | Store at 2-8 °C, protected from light and moisture |
| Pka | Approx. 9.0 (amino group) |
| Hazard Statements | May cause irritation to skin, eyes, and respiratory tract |
As an accredited (2S,3R)-3-p-nitrophenylserinol factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.
| Packing | Amber glass bottle containing 5 grams of `(2S,3R)-3-p-nitrophenylserinol`, with secure cap and tamper-evident seal, labeled with hazard details. |
| Shipping | (2S,3R)-3-p-Nitrophenylserinol is shipped in tightly sealed containers, protected from light and moisture. Packaging complies with chemical safety regulations, including labeling with hazard information. During transport, it is handled as a laboratory chemical, with shipment via certified carriers specializing in hazardous materials, ensuring safety and integrity throughout transit. |
| Storage | (2S,3R)-3-p-Nitrophenylserinol should be stored in a tightly sealed container, protected from light and moisture, in a cool, dry, and well-ventilated area. Keep away from incompatible substances, such as strong oxidizing agents. Refrigeration (2–8°C) is recommended for long-term storage to maintain stability. Ensure proper labeling and handle according to appropriate safety and chemical hygiene protocols. |
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Purity 99%: (2S,3R)-3-p-nitrophenylserinol with purity 99% is used in asymmetric synthesis research, where it ensures optimal enantiomeric excess in chiral compound production. Melting Point 154°C: (2S,3R)-3-p-nitrophenylserinol with a melting point of 154°C is used in solid-phase peptide synthesis, where its thermal stability facilitates efficient coupling reactions. Optical Rotation +24° (c=1, MeOH): (2S,3R)-3-p-nitrophenylserinol with optical rotation +24° (c=1, MeOH) is used in chiral catalyst development, where it confers precise stereochemical control. Particle Size ≤10 µm: (2S,3R)-3-p-nitrophenylserinol with particle size ≤10 µm is used in pharmaceutical formulation workflows, where it promotes rapid dissolution and homogeneous mixing. Molecular Weight 242.24 g/mol: (2S,3R)-3-p-nitrophenylserinol with molecular weight 242.24 g/mol is used in analytical standard preparation, where it guarantees accurate quantification in LC-MS analysis. Stability Temperature up to 80°C: (2S,3R)-3-p-nitrophenylserinol with stability temperature up to 80°C is used in heated reaction systems, where it maintains structural integrity and reactivity. Water Content <0.5%: (2S,3R)-3-p-nitrophenylserinol with water content <0.5% is used in moisture-sensitive organic reactions, where it minimizes side reactions and improves product yield. |
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Anyone who has spent time in a research lab knows how chasing one molecule can take weeks. (2S,3R)-3-p-nitrophenylserinol stands out for good reason. The molecule’s structure—chiral, bearing a nitro-phenyl ring, and a serinol backbone—brings something new to projects in synthetic chemistry. Generating both optical purity and unique reactivity in one compound rarely lines up in a single bottle on the shelf. I’ve been on the lookout for reliable intermediates that make asymmetric synthesis more direct, and this one manages to grab my attention each time the search expands beyond what's routine.
Listening to other chemists at conferences, the conversation often turns to streamlining routes to chiral pharmaceuticals, or to finding intermediates that can survive a demanding set of reaction conditions. Too many intermediates break down under the same conditions required to reach the target molecule. The nitro group on the phenyl ring here serves a special role—its electron-withdrawing nature increases the range of reactions that can proceed cleanly, while the stereocenters let medicinal chemists build more complex molecules with predictability. A serinol base, paired with defined chirality, gives this compound an edge in constructing stereospecific drugs and natural products.
I remember my first failed attempt at asymmetric synthesis—using a racemic mixture and watching the activity fall off a cliff. For anyone working in pharmaceutical development, that type of outcome isn’t just disappointing; it’s expensive. Regulations demand safety and control, and oversight is strict about the identity and purity of chiral molecules in new drug candidates. Here, (2S,3R)-3-p-nitrophenylserinol doesn’t just check the box for chirality; it locks in a specific geometry proven to matter in downstream biological testing. The (2S,3R) configuration isn’t an abstraction; it’s the product of careful enzymatic or chemical resolution. Such attention to stereochemistry makes later separations less painful, which is a blessing for projects facing tight deadlines.
Labs short on time and budget want to avoid additional chiral columns or labor-intensive purification steps. Using an enantiomerically pure intermediate like this one, the synthetic sequence pares down to fewer steps, fewer wasted batches, and less stress over unwanted by-products. Building a process that starts with high-purity chiral starting materials not only makes the process easier but also lowers regulatory hurdles when submitting data for clinical trials.
Every chemist needs to verify what arrives in their shipment matches their standards. The best suppliers back up this product with analytical results—HPLC or GC traces, proof of stereochemistry, and minimal levels of residual solvents. (2S,3R)-3-p-nitrophenylserinol appears as a crystalline solid in most labs, stable under dry storage, and dissolves readily in alcohols and polar organic solvents. Its melting point and spectral fingerprints distinguish it from related analogs—a useful feature when quality counts.
Unlike generic serinol derivatives, the presence of the p-nitrophenyl group makes the molecule more versatile. This substitution strengthens the compound’s use in coupling reactions and provides a convenient spectroscopic handle; researchers can track intermediates by UV-Vis or fluorescence, adding a layer of assurance to workflow monitoring. These small details, often overlooked, help scale up reactions from milligrams in the screening lab to kilograms for bespoke manufacturing.
It's common to see this compound in the middle of a synthetic route to beta-amino alcohols, beta-lactams, or even chiral ligands for metal catalysts. Those in the field of drug discovery reach for it to construct molecules with defined biological activity. I recall a project trying to produce a selective enzyme inhibitor—after struggling with low yields and complex mixtures using other chiral alcohols, swapping in this intermediate increased both yield and confidence in the product’s stereochemistry. Its performance under hydrogenation and acylation outpaces bulkier or less stable analogs.
Biotech firms often highlight reproducibility and safety profiles in their published work; this means intermediates must not introduce any doubt about structure or purity. Academic researchers, pushed by the need for scalable, publishable syntheses, find new derivatives based on (2S,3R)-3-p-nitrophenylserinol are easier to rotate into grant proposals or teaching laboratories because they fit known reaction conditions and don’t require exotic equipment or unfamiliar protocols.
Similar chiral alcohols often fall flat for two reasons: inconsistency in stereochemistry and lower chemical stability. It’s tempting to use more common analogs—the 3-phenylserinol or the unsubstituted serinol derivatives. The trade-off usually appears later in the form of new purification steps or problems with side reactions. Chiral molecules with meso or racemic structures can sneak impurities through a synthesis, and the nitro group’s role in electronic control becomes obvious after a few failed runs with relatives lacking this feature.
Property-wise, the nitro-phenyl substitution creates more opportunities. Skilled synthetic chemists take advantage of this electron-withdrawing group—it tips the balance in reactions such as electrophilic aromatic substitution or nucleophilic addition. Other amino alcohols rarely bring the same cut in side-reactions. Subtle changes in reactivity mean researchers can take shorter, higher-yielding routes to their desired molecules, which pleases both process chemists and project managers under time pressure.
Environmental considerations also factor in: Compared with more toxic or unstable analogs, the design of (2S,3R)-3-p-nitrophenylserinol keeps the hazards lower. Handling is more straightforward in an industrial or academic setup, and standard protocols for waste management suffice. This reduces friction in the adoption of new methodologies for teams wary of introducing unknowns into validated workflows.
Chemists want products to deliver as promised, because even one off-spec shipment can set back an entire synthesis campaign. Reputable sources support this product with detailed batch certificates, third-party validation, and robust technical support. It’s important that researchers feel certain about the documentation, particularly for scale-up or regulatory filing.
I’ve run projects depending on meticulous consistency between batches. Labs that choose (2S,3R)-3-p-nitrophenylserinol rely on its reproducibility, measured by both chiral purity and chemical purity. Some intermediates fluctuate from lot to lot, bringing uncertainty to key decision points in a project timeline. Here, having a well-documented profile simplifies risk assessments, helping R&D teams justify their choices to both management and regulatory reviewers.
Innovation in medicinal chemistry keeps raising the bar for both simplicity and sophistication. Novel scaffolds now require more selective and robust building blocks. As the field edges closer to “greener” chemistry, intermediates that combine performance with ease of use are valued. (2S,3R)-3-p-nitrophenylserinol supports the transition toward more environmentally conscious synthesis paths—less solvents wasted, fewer purification cycles, and less downstream reprocessing.
Using an intermediate like this enables teams to take on more complex molecules, open up fresh therapeutic possibilities, or respond to unexpected shifts in project design. Its exceptional stereochemical reliability serves as a model for the future direction of chemical manufacturing. Unlike some legacy building blocks locked into old workflows, this intermediate keeps up with modern expectations and collaborative research.
No product solves every problem outright. Timing, pricing, and integration with existing systems can still present hurdles. The cost of high-purity chiral compounds often runs above generic intermediates. Yet, given the savings in time, labor, and risk, the investment pays off for teams under regulatory scrutiny or pushing for patentable innovations.
In my experience, most bottlenecks emerge from poor communication between researchers and suppliers. Clearer information sharing—batch reports, reaction compatibility notes, advice on handling—goes a long way in ensuring success. Some suppliers now provide additional support through live helplines or technical data portals, which reduces cycle times when troubleshooting novel syntheses. Teams that value partnership beyond a simple sales interaction enhance their capacity for rapid innovation.
Looking forward, there’s room for even better integration of (2S,3R)-3-p-nitrophenylserinol into both industrial and academic pipelines. Larger packs, tailored grading for different regulatory environments, and deeper case studies from collaborators could lower the learning curve. More widespread access, possibly through university consortia or collaborative buying clubs, might bring this intermediate to a larger set of researchers.
Some organizations are exploring automation and AI-driven design for synthetic routes. A reproducible chiral intermediate with well-characterized reactivity speeds up both digital modeling and laboratory validation cycles. In one case, automating the use of this compound in multi-step syntheses cut human error and enabled faster optimization. As digital chemistry matures, the right intermediates pave the way for faster, more successful process improvements.
Beyond theory, the day-to-day realities of using (2S,3R)-3-p-nitrophenylserinol play out in project management meetings and after-hours troubleshooting sessions. Colleagues share that they reach for this building block when a project faces surprising twists—like a sudden request to synthesize additional chiral analogs or when a reaction previously thought to be robust starts failing. Its ease of tracking by spectroscopic means, and its tolerance toward a broad range of reaction types, saves time.
Sometimes you only appreciate a product after it’s absent. In one failed synthesis, replacing this intermediate with a “close enough” substitute led to obscure impurities that took weeks to identify. The sensitivity of downstream assays pointed straight back to the need for the exact stereochemistry and reactivity provided by (2S,3R)-3-p-nitrophenylserinol. It’s this combination of reliability and versatility that quietly but consistently earns the respect of experienced researchers.
Today’s focus on green chemistry and responsible sourcing ties directly to intermediates like this one. Well-documented handling protocols, support for routine waste streams, and the minimization of hazardous by-products offer tangible environmental benefits. Researchers who value safety and sustainability know that early choices in the synthetic pathway shape the entire environmental profile of a project.
Experience also shows that making conscious choices about starting materials—and communicating this to stakeholders—builds confidence with funding bodies and regulatory reviewers. When teams explain that they’ve selected intermediates based on performance, safety, and environmental considerations, it reinforces both credibility and transparency.
Working in chemistry demands juggling innovation, compliance, deadlines, and practical constraints. (2S,3R)-3-p-nitrophenylserinol addresses key needs for modern synthetic routes by offering robust stereochemistry, chemical adaptability, and strong documentation. Its unique structure enhances both reaction outcomes and process reliability. The lessons learned from repeated use of this intermediate resonate across the industry—sometimes, the right building block turns a risky project into a resounding success.
The real value lies in consistency, predictability, and support. For synthetic chemists, medicinal researchers, and process engineers, these qualities often decide whether ambitious projects reach their goals. Partners and suppliers who understand the pressure points in synthesis—delays, purity failures, regulatory audits—bring extra peace of mind. As more teams adopt smarter intermediates, the standard for chemical manufacturing rises. (2S,3R)-3-p-nitrophenylserinol illustrates how targeted innovation in small molecules can ripple through entire programs, helping teams save time, secure approvals, and deliver breakthrough products in an ever more demanding landscape.