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Ethyl (S)-2-Hydroxy-4-Phenylbutyrate

    • Product Name Ethyl (S)-2-Hydroxy-4-Phenylbutyrate
    • Alias (R)-Et-PBA
    • Einecs 406-220-8
    • 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

    356819

    Chemicalname Ethyl (S)-2-Hydroxy-4-Phenylbutyrate
    Molecularformula C12H16O3
    Molecularweight 208.25 g/mol
    Casnumber 26266-77-3
    Appearance Colorless to pale yellow liquid
    Boilingpoint 338.6 °C at 760 mmHg
    Meltingpoint N/A
    Opticalrotation [α]D20 = +23.0° (c=1, CHCl3)
    Purity Typically >98%
    Solubility Soluble in organic solvents (e.g., ethanol, chloroform)
    Smiles CCOC(=O)C(CO)CC1=CC=CC=C1
    Inchikey FCQVCXHKWCXQKG-FBZSLZLVSA-N

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

    Packing & Storage
    Packing White, plastic screw-cap bottle labeled "Ethyl (S)-2-Hydroxy-4-Phenylbutyrate, 25g, for research use only, CAS 26242-63-7."
    Shipping Ethyl (S)-2-Hydroxy-4-Phenylbutyrate is shipped in a tightly sealed container, protected from light and moisture. It is typically transported at ambient temperature, unless otherwise specified, and handled according to standard chemical safety protocols. Appropriate labeling and documentation accompany the shipment to ensure regulatory compliance and safe handling upon receipt.
    Storage **Ethyl (S)-2-Hydroxy-4-Phenylbutyrate** should be stored in a tightly closed container, in a cool, dry, and well-ventilated area, away from direct sunlight and sources of ignition. It should be kept at room temperature and protected from moisture and strong oxidizing agents. Proper labeling and secondary containment are recommended to prevent spills and ensure safe handling.
    Application of Ethyl (S)-2-Hydroxy-4-Phenylbutyrate

    Applications of Ethyl (S)-2-Hydroxy-4-Phenylbutyrate in Industrial Manufacturing

    Ethyl (S)-2-Hydroxy-4-Phenylbutyrate serves as a critical chiral intermediate for downstream synthesis in several regulated sectors. As the original manufacturer, we supply this material to industrial clients who demand reliable performance and clear regulatory paths in API, specialty chemical, and agrochemical manufacturing. Typical users require specific guidance on formulation, allowable process conditions, and compliant product integration across key application areas.

    1. Active Pharmaceutical Ingredient Synthesis – ACE Inhibitor Intermediates

    This compound acts as a principal chiral building block for the industrial synthesis of several angiotensin-converting enzyme (ACE) inhibitors, including Enalapril and Lisinopril APIs. Pharmaceutical companies incorporate this intermediate during asymmetric synthesis steps, aiming for high stereochemical purity and batch reproducibility under controlled process environments. Multi-step reactions demand robust monitoring and traceable supplier documentation throughout cGMP production lines, with strict validation and traceability of intermediate stages.

    Industry compliance standards

    • ICH Q7: Good Manufacturing Practice Guide for Active Pharmaceutical Ingredients
    • 21 CFR Part 211 (US FDA cGMP for Finished Pharmaceuticals)
    • European Pharmacopoeia (EP) Monographs
    • USP <467> Residual Solvents

    Typical usage ratio

    • Ranged at 0.7-1.2 molar equivalents per API batch; target adjusted for stereochemical yield and downstream impurity profiles in final API

    Downstream process integration

    • Charged into optimized asymmetric hydrogenation or esterification stage as the enantiomerically pure substrate; handled under inert conditions prior to downstream conversion

    Final product types

    • Bulk Enalapril, Lisinopril, and other ACE inhibitor APIs
    • Finished oral dosage forms: tablets, capsules
    • Pharmaceutical injectable salts

    2. Chiral Auxiliary for Advanced Drug Intermediate Production

    Many drug developers employ this molecule to introduce chirality in proprietary syntheses of β-amino acid derivatives and functionalized heterocycles. It becomes integral during enantioselective aldol reactions or Michael additions as a chiral auxiliary, ensuring reliable configuration in the target molecule. Clients performing contract manufacturing for NCE pipelines consistently specify purity thresholds and validated removal protocols for residual auxiliary material per batch records.

    Industry compliance standards

    • ICH Q11: Development and Manufacture of Drug Substances
    • EU GMP Part II for starting materials
    • JP Pharmaceutical and Medical Device Act (Japan)

    Typical usage ratio

    • 0.3-0.9 mass equivalence; final quantity calculated for desired enantiomeric excess versus process throughput

    Downstream process integration

    • Dosed into stereoselective condensation or addition stages; later removed via controlled hydrolysis or extraction to meet impurity cutoffs

    Final product types

    • β-Amino acid-based drug intermediates
    • Pyrrolidine and piperidine core pharmaceutical candidates

    3. Intermediate for Agrochemical Chiral Pesticide Synthesis

    Agrochemical manufacturers utilize Ethyl (S)-2-Hydroxy-4-Phenylbutyrate to establish stereocenters in the preparation of certain selective herbicides and insecticides. The chiral purity impacts field performance and toxicological evaluation for product registration. Industrial users implement strict quality protocols at the ester input stage, subjecting finished technical concentrates to additional enantiomeric purity testing prior to formulation and market release.

    Industry compliance standards

    • FAO/WHO Specifications for Plant Protection Products
    • ISO 9001 certified quality management system
    • REACH registration (EU), in applicable product families

    Typical usage ratio

    • Typically 0.8-1.5 equivalents, adjusted to balance yield versus regulatory limits on optical impurities in technical material

    Downstream process integration

    • Supplied to the initial condensation or cyclization steps within integrated chiral building block syntheses for agroactive compounds

    Final product types

    • Chiral herbicide technical concentrates
    • Enantio-enriched insecticide actives
    • Crop protection premix granules

    4. Stereospecific Intermediate in Flavors & Fragrances Manufacturing

    Fragrance houses and flavor ingredient producers select this ester as a precursor for creating high-value aroma chemicals with specific stereochemistry that influences olfactory properties. Due to stringent food safety and trace analysis requirements, downstream practitioners record analytical verification of enantiomeric composition at every batch. Manufacturing process design includes dedicated lines to segregate chiral intermediates, ensuring compliance with food and cosmetics standards globally.

    Industry compliance standards

    • FCC (Food Chemicals Codex)
    • IFRA Code of Practice (International Fragrance Association)
    • EU Regulation No 1334/2008 (Flavorings and certain food ingredients)

    Typical usage ratio

    • Used at 0.5-1.0 mole equivalent in chiral building steps; scale tailored by production volume and targeted isomer content in finished blend

    Downstream process integration

    • Feeds directly into series of reduction or acetylation steps that yield final chiral aroma compounds for blending

    Final product types

    • Enantiomerically pure fragrance intermediates
    • Flavor ingredients, especially berry and floral compounds

    5. Research Reagent for Chiral Method Development in Fine Chemicals

    Specialty chemical research groups in industrial settings use this compound as a test substrate for developing and validating stereoselective analytical, synthetic, and separation techniques. Industrial QC labs routinely require high-purity lots and full analytical documentation for use in calibration, assay development, and screening of novel chiral catalysts. Process integration focuses on supporting robust method transfer between development and scaled production.

    Industry compliance standards

    • ISO/IEC 17025 requirements for chemical testing laboratories
    • Good Laboratory Practice (GLP, OECD or national versions)

    Typical usage ratio

    • Ranges from 0.05-0.2 mass fraction per analytical test or trial synthesis; amount depends on detection limits and process scale

    Downstream process integration

    • Introduced prior to new method validation or bench scale-up runs for process improvement studies

    Final product types

    • Validated reference standards
    • Chiral calibration sets
    • Specialty fine chemical samples for pre-commercial screening
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    Certification & Compliance
    More Introduction

    Ethyl (S)-2-Hydroxy-4-Phenylbutyrate: Proven Quality from a Practical Manufacturer’s View

    Years in chemical synthesis have taught us that each molecule brings its own set of nuances and challenges, both in the lab and in full-scale production. Ethyl (S)-2-Hydroxy-4-Phenylbutyrate stands as a regular in our lineup because of its clear value in pharma intermediates, asymmetric synthesis, and fine chemical development. When our chemists roll out a new batch, there’s a lot more at play than glassware and stirring rods: we aim for consistent purity, tight chiral control, and reliable scale-up, batch after batch.

    Understanding the Model, Specification, and Quality Expectations

    In our experience, academic groups and scale-up clients care about real-world metrics more than textbook purity. Our Ethyl (S)-2-Hydroxy-4-Phenylbutyrate typically leaves the plant at a chemical purity above 98%—but we consider the enantiomeric excess just as crucial. For pharmaceutical routes, minor racemization isn’t an acceptable error. We monitor optical rotation and chiral purity using HPLC, maintaining an (S)-enantiomer content over 98%. Years of production batches have sorted out the quirks that cause microscopic impurities, thanks to early and careful selection of catalysts, careful drying, and keeping reaction times under tight control.

    You’ll find some suppliers quoting numbers with a wide margin for error. From our end, we have learned that precise control over moisture can make or break a batch. Each lot is tested for water by Karl Fischer titration, and we cut off anything over 0.5%. We skip flashy claims, focus on keeping heavy metals to under 10 ppm, and monitor residual solvents, since any persistent ethyl acetate or toluene can introduce serious reactivity issues downstream.

    Key Chemical Properties

    Chemists call out the alpha-hydroxy group and the 4-phenyl substitution as the molecule’s main assets. Our staff sees the difference up close in everyday work: that alpha-stereochemistry can mean a difference of hours in a reaction cycle, or make for an unwanted byproduct if racemization slips in. As a liquid at ambient temperature with a light, non-pungent odor, Ethyl (S)-2-Hydroxy-4-Phenylbutyrate pours and mixes cleanly. Viscosity stays manageable even in large reactors. Over years of handling, we found the need for only basic protection from moisture and light for short-term storage, avoiding complications for plant operators who work with multi-step campaigns.

    Use Cases and Real-World Applications

    Our sales department might tick off pharmaceutical synthesis and chiral building blocks as target sectors, but our floor staff and R&D specialists interact with the molecule on more gritty terms. One major use comes in building blocks for anti-epileptic agents and intermediates for ACE inhibitors. Chiral hydroxy esters sit at the center of many drug candidate syntheses, and the S-enantiomer of 2-Hydroxy-4-Phenylbutyrate repeatedly turns up in asymmetric reductions or esterification transitions. Hundreds of hours spent troubleshooting reaction setups have shown us just how sensitive follow-up chemistry can be to small impurities or trace residual acids present in the product. Clients developing small-molecule APIs usually demand certificates for every batch, and we routinely back this up by providing batch records and manufacturing test data—not just standard specs or a glossy product flyer.

    In agrochemical research, chemical properties must balance with safety and handling ease. Our Ethyl (S)-2-Hydroxy-4-Phenylbutyrate holds up to benchwork and pilot scale without introducing new physical hazards or compatibility surprises with standard lab plastics and glassware.

    What Sets This Molecule Apart in the Marketplace

    Convincing a customer to steer away from racemic blends toward the single enantiomer takes more than a sales pitch. Process chemists notice differences in cost, in-situ stability, and chiral purity that persist right down the line to the final active molecule. A common experience in our plant, working with chiral alcohols and esters, is the challenge of keeping byproducts out of the mother liquor. Ethyl (S)-2-Hydroxy-4-Phenylbutyrate avoids the headaches that come from mixed isomers, making downstream workup, crystallization, or selective reduction more straightforward and less prone to loss.

    In practice, some labs settle for less-purified material and attempt to purify in-house. We’ve seen these shortcuts cost double the time when crystallization fails or when extra chromatography becomes unavoidable. Supplying a consistently high enantiomeric excess eliminates these bottlenecks. As a manufacturer focused on the source, we mitigate risk early, saving the end user many headaches.

    Manufacturing Challenges and Solutions From the Plant Floor

    Chiral esters force the production team to keep a close eye on temperature control, solvent quality, and the selection of catalyst or precursor material. Nearly every campaign starts with more than one pilot batch, where we measure subtle impurities by GC and HPLC. Years of refinement have helped our chemists identify critical reaction parameters: small deviations in pH creep during the hydroxyesterification, or mishandling of post-reaction washing, can introduce off-flavors or light coloration that signal larger unseen issues.

    Genuine commitment to repeatability guides our work, backed by in-house analytical capabilities. Optical rotation, melting point, and residual solvent levels get measured every time. Storing the product in tightly sealed drums with desiccant reduces any risk of hydrolysis during transit, addressing practical shipping times to both local and international partners.

    Scaling up is never just about turning the batch size dial higher, as minor exotherms or solvent evaporation rates can catch even experienced operators off guard. We designed our processes to prevent unwanted side-product formation and spot exotherms by in-reactor monitoring, using real-time temperature and viscosity checks, so we catch outliers before the batch leaves the vessel.

    Comparison to Other Hydroxy Acid Esters in Synthesis

    Years of customer feedback and side-by-side trials with similar molecules shed light on how Ethyl (S)-2-Hydroxy-4-Phenylbutyrate stacks up against other hydroxy esters. Take methyl or n-propyl analogues: they might offer minor cost savings on the surface, but often need extra purification work due to increased volatility or solvent incompatibility. The ethyl ester brings a balanced profile: low enough boiling point for simple recovery, but not so volatile that it complicates solvent removal or long-duration reactions. This practical handling point saves time and money over extended synthetic routes. Many customers prefer our ethyl variant for higher-yielding transesterifications or easier post-reaction workup.

    Stereochemical integrity deserves careful attention. Mixed isomer batches tend to muddy downstream resolution steps, demanding extra resources at the isolation or salt-formation stage. Our process-built-through on-site not only targets the desired isomer but keeps enantiomeric contamination to a minimum, proven by both internal testing and years of customer repeat business.

    Compared to older processes that relied on biotransformations or stoichiometric chiral auxiliaries, our route emphasizes greener chemistry and leaner step counts. Reducing waste from protective group use and unnecessary solvents makes the process both cleaner and safer for the shop floor team. Fewer waste streams mean fewer headaches for local compliance or wastewater management.

    Why End Users Value Consistent Manufacturing

    From conversations with R&D chemists and regular customers, we see a recurring theme: reliability. Nobody likes waiting on delayed timelines or returning product when a reaction fails because of off-spec starting material. With Ethyl (S)-2-Hydroxy-4-Phenylbutyrate, you spot a difference right from the first reaction trial—products come out on time, yields match up, and you avoid the wild cards that haunt scale-up runs.

    Our repeat clients value our transparency. We don’t just send along a COA—we explain batch-to-batch deviations, provide chromatograms, and even accommodate customized analytical requests for specialty projects. Rather than pushing standardized product sheets, our staff has learned to address the quirks of each customer’s methodology. If a researcher requests a specific solvent residue threshold or documentation on optical rotation, we’re prepared to respond, not with empty assurances, but with experience-backed solutions and the relevant supporting data.

    Handling, Safety, and Responsible Manufacturing

    Any manufacturer worth their salt takes the environmental and safety side seriously. Our operating protocols keep the product away from acids and moisture in transit and storage. Regular air monitoring in the production hall, chemical-resistant vessels, and process containment all serve to ensure safe and reliable work conditions. No batch leaves our facility without documentation on handling requirements, and we regularly review global shipment routes to maintain product integrity through every climate.

    Plant operators prefer Ethyl (S)-2-Hydroxy-4-Phenylbutyrate because it flows, mixes, and transfers smoothly using standard equipment. Minor irritant properties mean standard chemical gloves and eye protection suffice, so complex personal protective equipment is unnecessary for bench or plant scale, minimizing downtime for our teams.

    From our own experience, shipping overseas sometimes creates unexpected challenges due to fluctuating outdoor temperatures and regulatory reviews. We field-test our drums and packaging in different climates, making sure each shipment arrives uncompromised and ready for immediate use.

    R&D and Continuous Improvement in Chemical Synthesis

    Even after several years of producing this compound, our technical team continues to hunt for ways to reduce solvent consumption and speed up reaction times. Pilot projects aimed at biocatalytic variants or milder conditions regularly reach our R&D benches. Recent advances in process intensification—such as continuous-flow set-ups—promise both better throughput and cleaner quality, potentially making it easier to meet even tighter purity specs demanded by emerging pharmaceutical applications.

    Feedback from production teams frequently prompts changes on the line. Small modifications, such as switching out a valve material or changing stirring speeds, deliver huge improvements to final product cleanliness and yield. This hands-on approach means our batches avoid the hidden contaminants that sometimes plague other suppliers who only oversee final packaging or act as third-party resellers.

    Chemical Supply Chain Transparency and Trust

    A product’s reputation doesn’t just rest on technical purity; it requires clear and honest interactions between manufacturer and customer. Over time, building trust has taken priority: we provide full traceability for each lot, keeping detailed logs of every critical manufacturing step and quality control check. No batch goes out the door without internal cross-verification, not only because customers demand it, but because it keeps our staff accountable.

    It’s common for clients to visit our production facility—seeing the equipment and processes firsthand often breaks down the usual doubts about supply reliability. By maintaining transparency on every shipment, from production to analytics to transportation, we provide customers with confidence that they’re getting the right product, made under controlled and repeatable conditions.

    Application-Specific Insights

    Ethyl (S)-2-Hydroxy-4-Phenylbutyrate frequently functions as a chiral source in the asymmetric synthesis of pharmaceutical intermediates. Real-world production cycles with this molecule tend to reveal differences that aren’t obvious from reading catalogues. Some materials—such as racemic or alternate-esterified acids—force users to employ more separation steps or deal with lower yields further down the synthetic chain. In our direct manufacturing experience, maintaining chiral integrity and chemical purity at the source leads to fewer headaches, easier process validations, and a lower likelihood of regulatory or repeatability problems later.

    Some customers use the molecule for building libraries of analogues or as an anchor point for structure-activity studies in medicinal chemistry. Our internal R&D team frequently consults on custom reaction projects, leveraging process know-how gathered from hundreds of production campaigns. These insights help customers adapt our material into their workflows with minimal troubleshooting, since common pitfalls—such as trace diastereomer contamination or solvent incompatibility—have already been eliminated before shipment.

    Responsibility Toward Quality and Compliance

    As regulatory demands increase worldwide, chemical manufacturers face new pressures to document sourcing, impurity profiles, and even transport stability. Our routine includes generating detailed certificates for customers entering regulated markets, as they need more than a generic assurance of “high purity.” Keeping up with these demands has required us to tighten our batch tracking, expand our analytical capability, and respond promptly to questions about stability or conditional release specs for longer supply chains.

    Having a direct relationship with our client base influences everything: we solve their problems on the ground, not just on paper. If a batch sits in a customs warehouse for a week, we proactively perform stability testing and provide evidence that shelf life isn’t compromised. We share in the wins when a client’s process validates successfully, and we roll up our sleeves when issues appear in an unexpected residue or an out-of-range optical rotation.

    Facing and Overcoming Production Problems

    Problems in chiral ester synthesis don’t just reside in textbooks, they pop up in everyday production. Just a slight slip in cooling rate, or an unexpected blip in feed stock quality, can show up as haze, color formation, or low chiral purity. Years of handling these setbacks have taught the value of tight process monitoring, open lines of communication in the team, and dedicated corrective action when any parameter falls out of spec. Catching an impurity early saves both resources and reputation.

    Our team values learning and adapts after every non-conformity—even a single off-spec batch prompts a review of process controls and, as needed, updates to standard operating procedures. By integrating feedback loops and continuous improvement into plant operations, we keep pushing both yield and purity forward, year by year.

    Partners in Progress: Building Trust with Each Batch

    In the end, buyers and chemists alike trust the direct manufacturer’s experience over glossy sales claims. Reliable communication, visible quality improvements, and genuine after-sales support convince users to come back for the next project. Each batch of Ethyl (S)-2-Hydroxy-4-Phenylbutyrate leaving our facility is more than a line-item—it’s a reflection of hard-won process knowledge, hands-on troubleshooting, and accountability that only comes from having worked with this molecule in every scale and setting.

    We believe practical solutions, a deep respect for rigorous testing, and the determination to respond quickly to any issue lie at the core of responsible chemical manufacturing. With every kilogram of Ethyl (S)-2-Hydroxy-4-Phenylbutyrate made and shipped, our experience is built into the product, ready to meet the next challenge in modern synthesis.