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(R)-(-)-2-Hydroxy-4-Phenylbutyric Acid

    • Product Name (R)-(-)-2-Hydroxy-4-Phenylbutyric Acid
    • Alias (R)-(-)-2-Hydroxy-4-Phenylbutyric acid
    • Einecs 212-958-1
    • 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
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    Specifications

    HS Code

    758895

    Product Name (R)-(-)-2-Hydroxy-4-Phenylbutyric Acid
    Cas Number 26200-44-8
    Molecular Formula C10H12O3
    Molecular Weight 180.20 g/mol
    Appearance White to off-white crystalline powder
    Purity Typically ≥98%
    Melting Point 86-89 °C
    Specific Rotation [α]D20 -35° to -39° (c=1, EtOH)
    Solubility Soluble in water, ethanol, and methanol
    Storage Conditions Store at 2-8°C, protected from light
    Synonyms (R)-(-)-2-Hydroxy-4-phenylbutanoic acid
    Smiles OC[C@@H](CC1=CC=CC=C1)C(=O)O
    Pka 4.1 (carboxylic acid)

    As an accredited (R)-(-)-2-Hydroxy-4-Phenylbutyric Acid 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 (R)-(-)-2-Hydroxy-4-Phenylbutyric Acid is packaged in a sealed amber glass container with hazard labeling.
    Shipping (R)-(-)-2-Hydroxy-4-Phenylbutyric Acid is shipped in tightly sealed containers, protected from moisture and light. It is typically transported as a solid, packed with cushioning material to prevent damage. Shipping adheres to standard chemical safety regulations, and appropriate documentation is provided to ensure safe and compliant delivery.
    Storage (R)-(-)-2-Hydroxy-4-Phenylbutyric Acid should be stored in a tightly sealed container, protected from light and moisture. Keep at room temperature (15–25°C) in a well-ventilated, dry area away from incompatible substances like strong oxidizers and bases. Avoid exposure to excessive heat or direct sunlight. Ensure proper labeling, and store in accordance with standard laboratory chemical safety guidelines.
    Application of (R)-(-)-2-Hydroxy-4-Phenylbutyric Acid

    Applications of (R)-(-)-2-Hydroxy-4-Phenylbutyric Acid in Industrial Manufacturing

    As a dedicated manufacturer of (R)-(-)-2-Hydroxy-4-Phenylbutyric Acid, we supply this chiral intermediate to industries requiring enantiomerically pure compounds for specialized synthesis. Below, we outline key, proven industrial applications, highlighting compliance protocols, practical formulation ratios, integration routes, and end product groups in each segment of the chemical manufacturing landscape.

    1. Chiral Pharmaceutical Intermediates for Beta-Blocker Synthesis

    This compound represents an essential building block in the synthesis of (S)-4-phenyl-2-hydroxybutyric acid derivatives, which pharmaceutical producers further convert into active chiral centers of beta-blocker APIs. The industry consistently requires high enantiomeric purity for direct coupling or amidation steps following standard chiral pool chemistry. Our material enters the manufacturing process after resolution and before side-chain elongation.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice for Active Pharmaceutical Ingredients
    • Current Good Manufacturing Practice (cGMP) in Manufacturing, Processing, Packing, or Holding of Drugs (21 CFR Parts 210 & 211)
    • Relevant US Pharmacopeia (USP) monographs when applied in synthesis
    • European Pharmacopoeia (EP) General Texts on Starting Materials (EP 5.2.8, 5.10, 5.12)

    Typical usage ratio

    • 0.85–1.10 mol per mol of target chiral pharmaceutical intermediate, adjusted according to stoichiometry and scale-up conversion efficiency established during process validation

    Downstream process integration

    • Introduced post-resolution as a key carbon backbone for condensation or coupling steps in multi-stage API synthesis
    • Fed as a crystalline solid or in solution to enantioselective synthesis units
    • Used in controlled temperature and pH ranges to maintain chiral integrity

    Final product types

    • Propranolol and related beta-blocker APIs (intermediate stages)
    • Chiral pharmaceutical intermediates containing 4-phenyl substitution
    • Enantiomerically pure compounds for further API modification

    2. Advanced Building Block in Peptide and Amino Acid Synthesis

    (R)-(-)-2-Hydroxy-4-Phenylbutyric Acid acts as a chiral source for protected amino acid derivatives used in modern peptide synthesis labs. It enters at the protected amino acid stage, facilitating the assembly of non-proteinogenic amino acids and specialty peptides in both batch and continuous protocols. Accurate loading of this chiral acid ensures downstream stereochemical fidelity, essential for producing conformationally defined peptides.

    Industry compliance standards

    • ISO 9001:2015 Quality Management for Fine Chemical Production
    • ICH Q11 Development and Manufacture of Drug Substances
    • Synthetic amino acids: Japanese Pharmacopoeia (JP), European Pharmacopoeia
    • REACH Regulation (EC) No 1907/2006 (for registration and safe use)

    Typical usage ratio

    • 0.90–1.05 equivalents per amino acid position, with slight excess for active-ester coupling steps as dictated by solid or solution phase peptide protocols

    Downstream process integration

    • Used in the preparation of Fmoc- or Boc-protected derivatives prior to chain elongation
    • Introduced during fragment condensation or amidation for non-natural peptide sequence construction
    • Optional conversion to activated esters or acid chlorides upstream

    Final product types

    • Chiral protected amino acids (non-proteinogenic)
    • Custom synthetic peptides with phenylbutyric residues
    • Modified peptide libraries for pharmaceutical research

    3. Intermediate for Enantioselective Flavor Additive Manufacturing

    The material serves as a chiral precursor in the synthesis of high-value aroma and flavor compounds, especially for producing enantiomerically pure 4-phenylbutyric acid derivatives. Process integration occurs early in the synthesis line, forming the basis for lactonization or further chiral transformations. Flavors manufacturers monitor the proportion tightly, as flavor profiles depend on enantiomeric purity in the finished additive.

    Industry compliance standards

    • Food Chemicals Codex (FCC) for purity criteria
    • EU Regulation (EC) No 1334/2008 on flavorings and certain food ingredients
    • ISO 22000:2018 Food Safety Management Systems (for downstream processors)
    • FDA 21 CFR Part 172—Food Additives Permitted for Direct Addition to Food for Human Consumption

    Typical usage ratio

    • 0.95–1.00 equivalents relative to target flavor molecule; adjusted depending on conversion rate and downstream purification specificity

    Downstream process integration

    • Fed to chiral catalyst reactors for stereospecific oxidation, reduction, or cyclization
    • Employed during precursor assembly for specialty lactone or ester flavor synthesis
    • Incorporated prior to purification and formulation into food-grade products

    Final product types

    • Enantiopure lactones used as high-impact flavors
    • Specialty aromatic food additives for confectionery and bakery
    • Phenylbutyric esters and related compounds for flavor formulators

    4. Precursor for Chiral Auxiliary and Ligand Synthesis in Fine Chemical Catalysis

    (R)-(-)-2-Hydroxy-4-Phenylbutyric Acid delivers a high-purity chiral center for the production of chiral auxiliaries and ligands used in asymmetric synthesis frameworks. Catalysis laboratories and fine chemical producers introduce this material during early-stage synthesis to ensure downstream catalytic selectivity when manufacturing enantioselective reagents or ligands.

    Industry compliance standards

    • ISO 9001:2015 Quality Management for Organometallic and Ligand Products
    • Responsible Care® Management Systems (RCMS) for specialty chemical producers
    • REACH Regulation (EC) No 1907/2006 for registration and safety compliance (Europe)
    • OECD Guideline for the Testing of Chemicals ensuring product data transparency

    Typical usage ratio

    • 1.00 equivalent per ligand or auxiliary synthesis batch, scaled by molecular design and target reaction stoichiometry

    Downstream process integration

    • Inserted after functional group activation (e.g., conversion to acid chloride or ester)
    • Coupled or condensed to form chiral backbones in ligand assembly
    • Processed under inert atmosphere for high-purity chiral synthesis

    Final product types

    • Enantiomerically pure chiral auxiliaries for stereoselective catalysis
    • Chiral ligands for asymmetric hydrogenation or C-C bond forming reactions
    • Specialty homogenous catalysts for pharmaceutical and agrochemical manufacturing
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    Certification & Compliance
    More Introduction

    (R)-(-)-2-Hydroxy-4-Phenylbutyric Acid: A Closer Look from the Manufacturer’s Perspective

    Introduction to the Compound

    (R)-(-)-2-Hydroxy-4-Phenylbutyric Acid carries weight in the world of synthetic chemistry and chiral building blocks. Over the years, it has drawn attention for its ability to bridge the gap between laboratory curiosity and industrial practicality. Our experience with this compound began more than two decades ago, when enantioselectivity evolved from a luxury to a necessity in pharmaceutical and fine chemical production. Each batch produced in our facility reflects the ever-present demand for physical and chemical consistency, as well as regulatory transparency.

    Naming, Purity and Model Options

    You’ll see the name written in research papers, patent filings, and scale-up documentation. Sometimes it appears as (R)-2-hydroxy-4-phenylbutyric acid, or simply as its short code or structure in molecular diagrams. Out in the production hall, we stick with clear labeling. Customers typically require enantiomeric excess above 98%, given the strict pharmacological applications. Over time, we have adapted our production streams to support two core grades: one targeted for high-throughput screening (HTS) labs, and another for active pharmaceutical ingredient (API) synthesis. API-grade product always undergoes additional purification and testing for trace metals and residual solvents because downstream synthesis can amplify minor contamination into major problems.

    Physical properties such as melting point, solubility in water or organic solvents, and crystalline structure play a role at every stage, from warehouse storage to the final application. Consistency isn’t a hollow promise for us; it’s something that process engineers and quality teams battle to defend. Customers regularly scrutinize our certificates of analysis, checking not just for the 99% enantiomeric excess but for absolute clarity on water content and inorganic impurities. Even trivial shifts in appearance—off-white versus colorless—trigger questions and root-cause investigations. The reason is simple: batch-to-batch reproducibility means research reproducibility, and this can mean millions in lost time or regulatory hold-ups.

    The Journey from Synthesis to Packing

    Years of hands-on process development have taught us that a lot can go wrong between the reactor vessel and the final bottle. The original chemical routes we studied—from asymmetric hydrogenation to chemoenzymatic methods—look beautiful on the chalkboard. Bringing them into the plant introduces the messiness of scalability: solvent choice no longer revolves around yield alone but around availability, cost, volatility, and waste handling.

    Our core synthesis starts from a protected amino acid precursor, which helps maintain enantiomeric purity through hydrolysis and workup. Each step, from pH adjustment to recrystallization, includes in-line sensors and immediate sample pull for laboratory analysis. We monitor for residual solvent levels using headspace GC to ensure no single batch crosses the threshold common for ICH Q3C guidelines. Packing technology has evolved as well. Our facility runs small and bulk formats—from gram-scale for specialty research to multi-kilo lots for pilot plant feeds. Each vessel—amber glass, HDPE drum, lined steel container—follows validated cleaning cycles and traceability back to raw material lots. Audit teams come through regularly, and we don’t shy away from providing detailed batch records.

    Why This Chiral Acid Matters to Chemists

    Often, synthetic chemists rely on (R)-(-)-2-Hydroxy-4-Phenylbutyric Acid as an intermediate for creating drug molecules that feature chirality at the center of their identity: think beta-blockers, anticonvulsants, and more. Chirality can’t be an afterthought in drug synthesis. In our daily practice, customers use our material for constructing side-chains on peptide mimetics or for introducing handles to build up larger, more complex molecules. Some go on to derivatize it—turning carboxyls into esters, reducing the acid to corresponding alcohols, or drilling further with C–C coupling methodologies.

    One of our long-standing clients develops advanced therapies for neurological disorders. Their route relies on a steady stream of (R)-(-)-2-Hydroxy-4-Phenylbutyric Acid to prepare a unique amide linkage. During scale-up, even small inconsistencies in the chiral purity of our product caused a cascade effect: yield drops in the next step, and impurity profiles shift. Our technical team worked directly alongside their researchers, rerunning certain steps under modified lighting and nitrogen blanketing, until both parties agreed on a sound protocol. This collaboration cemented our view: the back-and-forth between chemist and manufacturer raises the bar on what “high-purity” must mean.

    How Our Material Stands Apart

    Not every sample of (R)-(-)-2-Hydroxy-4-Phenylbutyric Acid on the market comes from a manufacturer who controls every phase of the process. Some suppliers source from contract labs, blend batches, or buy intermediates. In our operation, raw material selection, synthesis, purification, and packaging run under unified SOPs—one set of hands, one chain of accountability. Traceability is not something we build for audits alone; it’s for daily troubleshooting. When a lot shows even minute differences in optical rotation or trace impurities, we trace back through each logbook—reactant, catalyst lot, even equipment calibration records.

    Scale also differentiates manufacturers from traders. Many traders buy a few kilos here and there, stockpile for a season, and sell on demand. Routine orders for small amounts may come from labs running early-stage screenings, but our facility stays ready for sudden increases, such as when a pharmaceutical partner moves from API R&D into pilot production. We maintain validated holding protocols for long-term storage, controlling humidity and temperature so the acid won’t degrade or change polymorphic form.

    Quality assurance teams at pharmaceutical firms rely not only on purity data but on detailed stability and release specifications from their supplier. Practically, this means we never settle for supplying a single certificate. We share stability data, shipping validation reports, and impurity breakdowns well before shipment. Regular investment goes into our analytical platforms—chiral HPLC, NMR, Karl Fischer titration—to detect even the lowest levels of impurity. Sometimes, we lose orders to cheaper alternatives whose paperwork looks right but can’t stand up to a synthesis audit.

    Meeting Regulatory and Documentation Demands

    Regulatory expectations continue to drive the complexity behind every production lot. Years ago, we shipped bulk packages with a simple certificate of analysis and MSDS. Now clients—especially those operating under cGMP guidelines—lead with questions about traceability, endotoxin testing, extractables and leachables studies, and vendor qualification cycles. Our documentation includes not just in-house data but also third-party verifications for heavy metal analysis, residual solvent clearance, and chiral impurity scanning.

    We keep full process validation reports on hand. More than once, a pharmaceutical sponsor's regulatory affairs team has asked for a five-year backtrace of all test data, including raw data files and analyst ID logs. Being able to provide this information, consistently and promptly, eases approval timelines for NDA filings and upstream DMF submissions. In this field, transparency turns into trust, and trust keeps the repeat customers coming.

    Market Pressures: Pricing, Availability, and Real-world Solutions

    Economics shape what’s available to researchers and process chemists. Few players in the industry can own the entire value chain for (R)-(-)-2-Hydroxy-4-Phenylbutyric Acid, but we’ve stayed committed. Fluctuations in raw material pricing—starting with petrochemical feedstocks or even certain catalysts—cause visible ripples downstream. Customers sometimes ask why costs shift from one quarter to the next. Explaining the realities behind supply chain changes—delays at the port, increased regulatory inspections, specialty solvents going on allocation—makes the relationship a partnership, not a transaction.

    Price pressures sometimes tempt operators to shortcut quality, especially for cost-sensitive projects. Our philosophy resists that. We put raw and intermediate testing up-front, using larger sample pools and higher test frequencies in tough markets. When API buyers double their requirements overnight, our inventory buffer and production scheduling keep deliveries steady—no last-minute rationing, no blending from questionable sources.

    Research teams face their own kinds of uncertainty. Timelines shift, and a regulatory query can send a project back to development. Every gram of material needs the right background—origin, analytical profile, and even shipping condition. For regional shipments where temperature swings happen or customs holds delay clearance, we work with logistic partners to monitor in-transit stability and expedite release. We’ve introduced QR-coded shipment documentation in the past year, offering instant access for receiving teams to all batch and safety data. It’s not just a digital add-on; it eliminates confusion when customs or quality control ask for records weeks or months after receipt.

    Applications in Fine Chemical Synthesis

    Chiral intermediates such as (R)-(-)-2-Hydroxy-4-Phenylbutyric Acid underpin routes to complex APIs and specialty materials. Beyond pharmaceutical applications, some of our customers deploy this acid in producing specialty materials—modified peptides, enzyme inhibitors, and designer ligands for discovery chemistry.

    The way the molecule incorporates into these structures changes depending on the desired reactivity and final biological target. Whether it’s through esterification, amidation, reductive amination, or coupling reactions, process chemistry teams get creative. Our technical support often steps in, sharing impurity profiles and route suggestions based on recovery efficiencies. For years, we’ve provided material for new reaction screening, where the tiniest change in molecular symmetry influences binding to therapeutic targets. As researchers turn toward more sustainable synthetic routes, our R&D team works on minimizing waste and finding alternative catalysts.

    We’ve collaborated on scenarios where an impurity profile affected a downstream crystallization need for a customer’s salt form, and resolved the issue by altering the quenching point and adding a single recrystallization step. These sorts of exchanges define what it means to serve as a manufacturer—not just a supplier or distributer. The real measure sits in follow-up calls, where scientists ask for help troubleshooting unexpected analytic peaks or solvent ratios, and together we chase down the answer.

    Distinction from Competing Chiral Acids

    Not all chiral hydroxy acids serve the same purpose or behave the same way. From direct experience, we’ve found that while structures such as (R)-mandelic acid or (S)-3-hydroxybutyric acid see extensive use in other areas, their reactivity and steric footprint differ. Chemists looking for steric shielding in coupling reactions may select (R)-(-)-2-Hydroxy-4-Phenylbutyric Acid exclusively for constructing particular linkages or managing geometric constraints within their target compounds.

    Batch-to-batch consistency and trace impurity management make the greatest difference when moving from benchtop to scale. The bulk of generic or commodity-grade equivalents lack real-time documentation or investigational support. More than once, chemists have reported side-by-side comparisons where a minor impurity in a competitor’s product caused unanticipated by-products in a scale-up reaction. These pain points reflect more than just ingredient choice; they demonstrate the deep need for careful manufacturing, robust testing, and attentive customer service—something our own culture values deeply.

    Future Trends and Industry Demands

    The regulatory and innovation landscape does not stand still. There’s growing pressure worldwide—especially in advanced economies—to tighten chiral impurity thresholds and clamp down on trace metals and solvent residues. Environmental expectations rise as well: waste minimization, greener solvents, and reduced resource consumption dictate the modernization of legacy processes. Our technical leads meet regularly with academic and industrial partners to review latest methodologies: greener catalysts, continuous flow processing, and digitalized in-line analytics.

    For us, these pressures steer not just process design but resource allocation. Investments in automation, cleaner energy utilization, and advanced process analytics mean more upfront effort, but also faster and more confident product releases. Our chemists know that customers track not just cost or lead time, but also the supplier’s environmental stewardship—a fact reflected in joint sustainability reports and third-party audits.

    Striking the Balance Between Scale, Speed and Assurance

    Customers at every level—be it startup research groups or global pharma majors—face a careful balancing act involving rapid access to high-purity intermediates and the need for end-to-end assurance. Our experience, managing short production runs alongside scheduled high-volume campaigns, has honed our approach. We preplan inventory buffers, minimize transition downtimes, and dedicate assets to the must-win projects where failure would cascade delays throughout downstream teams.

    Our route to (R)-(-)-2-Hydroxy-4-Phenylbutyric Acid doesn’t simply follow textbook chemistry. Each lot bears the marks of our engineers’ solutions to real-world complications—variable raw materials, changing energy markets, and evolving standards for worker safety and product hygiene. Over the years, a culture of open reporting and root-cause review has shaped our ability to deliver consistently. New hires get trained not just on equipment, but on why small deviations in process matter so much to end-use efficacy, and how overlooked details become critical points in a regulatory file or patent submission.

    Impact on Research and Therapeutics

    Every molecule begins its journey as a research target, passes through repetitive trials, and eventually reaches production scale. (R)-(-)-2-Hydroxy-4-Phenylbutyric Acid plays a unique role in this path. We’ve seen material initially destined for a university screening program later show up as a substructure in a lead compound moving toward IND application. Sometimes, a decade separates the first PO and final NDA. It’s a proud moment for any manufacturer to walk through the pipeline history with a client, tracking every iteration and troubleshooting exchange.

    The feedback loop that springs from this relationship is what improves product and process over time. Technical support requests inform R&D priorities, while process changes upstream stop downstream headaches before they begin. No market analyst can substitute for the insights we get fixing problems in real time, under the unique pressures researchers and process chemists face every day.

    The Manufacturer’s Commitment

    For every order shipped, our team stands by the claim that quality derives from details—meticulous logs, real-time analytics, and open channels for client feedback. No shortcut ever pays off in this line of work. Chemists return to us not for brochures or slogans, but for evidence: repeatable, documented, and traceable.

    In every sense, (R)-(-)-2-Hydroxy-4-Phenylbutyric Acid exemplifies not just chemical precision, but collaborative problem-solving and mutual progress. Our door stays open for questions, technical discussions, and the next round of challenges yet to be solved. Decades of manufacturing have taught us that improvement never ends, and every batch prepared reflects this pursuit.