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Fmoc-(S)-3-Amino-4-(2,4-Dichloro-Phenyl)-Butyric Acid

    • Product Name Fmoc-(S)-3-Amino-4-(2,4-Dichloro-Phenyl)-Butyric Acid
    • Alias Fmoc-(S)-3-Amino-4-(2,4-dichlorophenyl)butyric acid
    • Einecs 844876-38-6
    • 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

    450543

    Product Name Fmoc-(S)-3-Amino-4-(2,4-Dichloro-Phenyl)-Butyric Acid
    Chemical Formula C24H19Cl2NO4
    Molecular Weight 456.32 g/mol
    Cas Number 220997-97-1
    Appearance White to off-white solid
    Purity Typically ≥98% (HPLC)
    Optical Purity S-enantiomer
    Protecting Group Fmoc
    Storage Conditions Store at 2-8°C, protect from light
    Solubility Soluble in DMSO, DMF, sparingly soluble in water
    Application Peptide synthesis
    Smiles C1=CC=C2C(=C1)C=CC(=C2O)C(C(CC(=O)O)N)C3=CC(=C(C=C3)Cl)Cl
    Synonyms Fmoc-S-3-amino-4-(2,4-dichlorophenyl)butyric acid
    Chiral Center S-configuration at α-carbon

    As an accredited Fmoc-(S)-3-Amino-4-(2,4-Dichloro-Phenyl)-Butyric Acid factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing White polypropylene bottle with secure screw cap, labeled "Fmoc-(S)-3-Amino-4-(2,4-Dichloro-Phenyl)-Butyric Acid, 5 grams, CAS 132151-60-5."
    Shipping Fmoc-(S)-3-Amino-4-(2,4-Dichloro-Phenyl)-Butyric Acid is shipped in a sealed, chemical-resistant container to ensure stability and prevent contamination. The package is labeled according to regulatory standards and typically shipped under ambient conditions unless otherwise specified. Safety data and handling instructions accompany each shipment for secure transportation and storage.
    Storage Store Fmoc-(S)-3-Amino-4-(2,4-Dichloro-Phenyl)-Butyric Acid in a tightly sealed container, protected from light and moisture, in a cool, dry place (2–8°C recommended). Avoid exposure to air and strong oxidizing agents. Ensure proper labeling and use in a well-ventilated area. Follow local regulations for chemical storage and handling.
    Application of Fmoc-(S)-3-Amino-4-(2,4-Dichloro-Phenyl)-Butyric Acid

    Applications of Fmoc-(S)-3-Amino-4-(2,4-Dichloro-Phenyl)-Butyric Acid in Industrial Manufacturing

    Fmoc-(S)-3-Amino-4-(2,4-Dichloro-Phenyl)-Butyric Acid serves as a specialized chiral building block in the synthesis of complex pharmaceutical intermediates, peptide-based APIs, and custom research compounds. The following application scenarios detail its industrial use, regulatory context, process formulations, and typical finished products across leading downstream sectors.

    1. Peptide API Manufacturing for CNS Drugs

    Pharmaceutical manufacturers incorporate this material as a protected amino acid in the assembly of peptide active ingredients targeting central nervous system (CNS) disorders. Its unique dichlorophenyl structure enables the design of analogues with tailored pharmacological profiles, playing a key role at the early stage of solid-phase peptide synthesis (SPPS). The protected side-chain ensures clean reactions with minimal racemization under Fmoc-chemistry protocols.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice (GMP) Guidance
    • USP General Chapter <821> Peptide Synthesis
    • European Pharmacopoeia monographs for peptide APIs
    • 21 CFR Part 211 (US FDA cGMP for Finished Pharmaceuticals)

    Typical usage ratio

    • 0.8–1.1 molar equivalents per coupling step, dependent on peptide sequence length and resin loading
    • Ratio adjusted according to coupling efficiency and side-reaction minimization in SPPS protocols

    Downstream process integration

    • Active at amino acid elongation stage during automated or semi-automated SPPS
    • Fmoc-deprotection and coupling controlled in process-monitoring systems
    • Integrated into purification workflows using RP-HPLC
    • Post-synthetic cleavage and deprotection handled as per target peptide requirements

    Final product types

    • Peptide drug substances for CNS indications (e.g., neuropeptide analogs)
    • Intermediates for custom peptide research programs
    • Contract API batch lots for clinical development

    2. Synthesis of Small Molecule Psychiatric Drug Precursors

    Specialty chemical producers use this amino acid derivative to introduce chirality and specific structural motifs into small molecule compounds for psychiatric medication candidates. Its dichloro-substituted aromatic ring supports structure-activity relationship (SAR) studies for novel antipsychotic and antidepressant agents during preclinical development.

    Industry compliance standards

    • ISO 9001:2015 Quality Management Systems for Fine Chemicals
    • REACH Regulation (EC) No 1907/2006 for chemical registration
    • Direct involvement in Drug Master File (DMF) documentation as a raw material
    • ICH Q11 Development and Manufacture of Drug Substances

    Typical usage ratio

    • 5–30% molar proportion in multi-step synthesis, based on target molecule structure
    • Adjusted during lead optimization according to reactivity and yield requirements

    Downstream process integration

    • Engaged at scaffold construction stage of small molecule assembly
    • Processed through amide bond formation and functional group manipulation
    • Monitored by HPLC and NMR for structural purity
    • Integrated in pilot and commercial synthetic routes after process optimization

    Final product types

    • Drug intermediates for antipsychotic and antidepressant candidates
    • Research-grade chiral molecules for CNS pharmacological screening
    • Small molecule reference standards

    3. Custom Peptide Synthesis for Clinical Trials

    Contract development and manufacturing organizations (CDMOs) employ the Fmoc-protected acid for synthesizing custom peptides used in phase I and II clinical trial supplies. The compound fits into complex sequences where dichloro-phenyl moieties impart stability or bioavailability improvements to early-stage investigational therapeutics.

    Industry compliance standards

    • US FDA’s 21 CFR 210/211 cGMP
    • EU EudraLex Vol. 4 GMP Guidelines for Investigational Medicinal Products
    • WHO Good Manufacturing Practices for Pharmaceutical Products
    • USP <825> Radiopharmaceuticals (when labeled peptides are prepared)

    Typical usage ratio

    • 0.9–1.2 molar equivalents per synthetic coupling; specific to the peptide’s chain assembly requirements
    • Proportion optimized for process yield and impurity control in multi-kilogram batches

    Downstream process integration

    • Inserted at sequence-specific coupling steps in automated peptide synthesizers
    • In-process analytics (LC-MS) for chain extension verification
    • Pre-purification by precipitation, followed by chromatographic purification
    • Supplied documentation for regulatory submission with batch record traceability

    Final product types

    • Clinical peptide APIs for human trials
    • Peptide conjugates for diagnostic or imaging studies
    • Test batches for pharmacokinetic and toxicology evaluation

    4. Synthesis of Protease Inhibitor Intermediates

    Biotech and pharmaceutical process chemists select this amino acid as a building block for assembly of targeted protease inhibitors. The structural features introduced by the dichloro-phenyl group enhance selectivity and biological activity in candidate molecules designed for therapeutic applications such as antiviral or anti-inflammatory drugs.

    Industry compliance standards

    • ISO 13485 for medical devices involving research compounds
    • ICH Q9 Quality Risk Management
    • Specific regulatory filings in compliance with FDA’s IND-enabling studies
    • Pharmaceutical ingredient traceability under USP <1078> Good Storage and Shipping Practices

    Typical usage ratio

    • 2–15% molar ratio in intermediate stages, depending on the synthesis pathway and inhibitor scaffold
    • Proportion determined by structure-activity relationship (SAR) optimization studies

    Downstream process integration

    • Enters at the step for introduction of beta-substituted amino acid into the core inhibitor scaffold
    • Follows with selective deprotection and coupling reactions
    • QC ensures chirality retention and purity at conversion to next intermediates
    • Processes recorded in electronic batch records for regulatory audits

    Final product types

    • Intermediate compounds for clinical-stage protease inhibitors
    • Lead series molecules for structure-based drug design
    • Analytical reference substances for bioassays
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    More Introduction

    Fmoc-(S)-3-Amino-4-(2,4-Dichloro-Phenyl)-Butyric Acid: Perspectives from a Manufacturer’s Bench

    Product Introduction from a Production Line

    Every batch of Fmoc-(S)-3-Amino-4-(2,4-Dichloro-Phenyl)-Butyric Acid we bring out of synthesis reminds us of the journey this specialty amino acid analogue takes before it reaches a lab bench. Inside the factory, we move past simple catalog designations—chemists here track each molecule from raw input to quality control. Manufacturing brings a different perspective than trading does: we stare down reaction kinetics, not just shipment schedules. The product with the model code FMBY2948 stands as an example of careful process design, pure treatment, and repeated analysis at each stage. Our operators listen for the resonance of “clean” on an NMR scan, not just the sound of orders moving through.

    Understanding the Structure and How It Matters

    This isn’t another off-the-shelf amino acid. The Fmoc-protected (S)-3-amino-4-(2,4-dichlorophenyl)-butyric acid holds a niche all its own because of its backbone: a butyric chain with strong dichlorophenyl substitution. Handling this compound production-side raises the bar in reaction setup—those 2,4-dichloro rings don’t attach themselves lightly. As the manufacturer, I know raw 2,4-dichloro-benzene carries its own character and reactivity, and it demands good stewardship across the entire synthetic route. Every batch is traceable, with GLC, HPLC, and NMR records archived for years to back up each shipment with empirical assurance.

    What strikes us most about this molecule compared to a standard Fmoc-amino acid—say, Fmoc-Leucine or Fmoc-Phenylalanine—is the challenge in achieving full enantiomeric purity. Small changes in temperature or solvent composition threaten yields or, worse, introduce side products that shift the analytical profile. Our purification system runs extra cycles, not because of a simple spec requirement, but because we’ve seen what one percent cross-contamination can do downstream in a peptide synthesis. Technicians working the reactors will tell anyone who asks: keeping the (S)-enantiomer predominance is no trivial task, and we address racemization risk with tight pH and time controls at every coupling or deprotection event.

    The Role of Fmoc Protection in Peptide Synthesis—Beyond Standardization

    The Fmoc group here isn’t just decoration. It blocks the amine effectively during solid-phase peptide synthesis, so that the growing peptide chain accepts or rejects only what comes next by deliberate chemistry rather than accidental reaction. Think less of an off-switch, more of an experienced gatekeeper—let’s nothing through except what matches the synthetic goal. Working in manufacturing, we’ve fielded plenty of calls from process chemists who have compared our Fmoc (S)-3-amino-4-(2,4-dichlorophenyl)-butyric acid against alternatives with Boc or unprotected amines. The difference often comes down to workup simplicity: Fmoc comes off predictably with piperidine treatments, giving clean post-idle crude products. Less time spent at the purification column means less cost, fewer contaminants, and a quicker turnaround for discovery chemistry.

    The Fmoc group’s removal leaves a well-defined amine, which makes conjugation steps less error-prone. In our facility, after dozens of validation runs, we see that the variability rate in peptide elongation takes a sharp dip when the incoming Fmoc batch meets high-purity specifications. For peptide therapeutics developers and medicinal chemists, this means more reproducible results, higher success rates, and clear traceability back to the source when troubleshooting arises. We have built our production controls around these demands, because we know that end-users don’t get second chances with multi-gram scale peptide assemblies.

    Comparison with Other Fmoc-Amino Acids

    Fmoc-(S)-3-Amino-4-(2,4-Dichloro-Phenyl)-Butyric Acid challenges manufacturers in ways that common Fmoc-amino acids do not. The side chain’s dichlorophenyl moiety, for a start, both stabilizes the molecule and pushes its reactivity in new directions. In practice, this means side reactions during coupling steps threaten to creep up at higher rates if the process parameters run loose. Our experienced synthetic staff maintain higher vigilance for possible chlorination byproduct formation, and confirm each batch by both LC-MS and NMR—not trusting blind automation, but relying on a chemist’s eye for the subtle signs of impurity profiles shifting.

    Additionally, Fmoc-Phe and Fmoc-Leu can tolerate larger pH swings during intermediate processing. The dichloro substituents on the phenyl ring of our specialty product, on the other hand, shorten the operational parameter window. Raw material supply chain issues also pop up more often with niche protected amino acids like this, and we’ve invested in backup sources, prequalification tests, and supplier audits to prevent surprises that could delay customer batches by weeks. That’s a commitment we can trace through to release documentation, not marketing copy.

    Applications that Drive Development Decisions

    We see this compound go out mostly to groups working at the cutting edge of peptidomimetics, protein engineering, or SAR exploration. The dichlorophenyl substituent on the butyric backbone brings unique properties to peptide analogues—sometimes for probing hydrophobic interactions, sometimes for building protease-resistant chains, and other times for blocking undesirable enzymatic cleavage sites. Feedback from our customers echoes through the plant: peptide sequence stability, altered binding affinity, greater in-vivo persistence. From our seat at manufacturing, that means every error in diastereomer control ends up amplified when actual research results come out.

    The reason groups come back to our Fmoc-(S)-3-Amino-4-(2,4-Dichloro-Phenyl)-Butyric Acid again and again isn’t just because the catalog reflects a competitive spec sheet. It’s because our technical staff pick up the phone to walk through process details when purity profiles don’t match expectations, or when analytical readings run contrary to theoretical peaks. We remember one recent project with a peptide drug candidate for a novel analgesic: they flagged something unusual in the mass spec fragmentation, and our team spent three afternoons tracking the byproduct signals down to a single solvent impurity lot. Superior support grows from these moments, not from perfect batches every time.

    Ensuring Consistency in Quality—A View from the Factory Floor

    Batch-to-batch homogeneity doesn’t occur by magic. Our staff calibrate HPLC, TLC, and FTIR equipment daily and keep maintenance logs for years. Every scale-up of Fmoc-(S)-3-Amino-4-(2,4-Dichloro-Phenyl)-Butyric Acid starts with pilot runs, allowing us to intercept process drift before it spreads to a full campaign. Several times, we’ve run additional analytical cycles after a single peak shift—just to ensure nothing subtle made it through. Quality control teams don’t just circle numbers on a spec sheet: they go back to the reactor, the chromatography column, and sometimes even to the original supplier to chase sources of deviation.

    Technical documentation matters, but nothing delivers peace of mind like knowing the workers at every stage have the experience to spot problems early. We train chemists to catch color changes, odorous hints, or crystallization differences before the instruments even chime in. That kind of hands-on vigilance is what lets us guarantee to research groups that each batch delivers as promised, time after time.

    Navigating Regulatory and Handling Challenges

    Handling dichloro-substituted aromatic materials brings its own regulatory baggage. Our operators don’t just sign off on SOPs; they train on containment, waste processing, and environmental monitoring. The butyric acid backbone’s hydrophobic substituent increases the compound’s potential to persist if not handled and disposed of properly, so we built our site-wide environmental safety systems with closed-loop solvent reclamation. Each production cycle gets reviewed not only by the technical lead but also by the safety, health, and environment team. This keeps us ahead of changing compliance standards, not just current ones.

    Several times, process experts have flagged new regulatory advisories concerning halogenated organics. Our job then becomes adjusting process parameters, improving recovery operations, or even substituting less hazardous reagents on upstream steps—always with the view that tomorrow’s compliance landscape could look different. From a manufacturer stance, keeping chemical exposure down to the lowest detectable level isn’t just lip-service—it’s standard operating practice, because spilled dichloro compounds mean more than a cleanup; they mean endangering staff, neighbors, and sometimes a whole project’s viability.

    Supporting Advanced Research—Manufacturer’s Realities

    We work with life science customers developing peptide drugs, agrochemistry solutions, and even advanced biomaterials for electronics. The chemists behind these innovations need reliable supplies of specialty building blocks. Some Fmoc-amino acids come nearly “off the shelf,” ready to use in any peptide synthesizer without fuss. Not so for Fmoc-(S)-3-amino-4-(2,4-dichloro-phenyl)-butyric acid, where minor deviations in crystallinity, residual solvent, or optical rotation data can mean the difference between publishable data and re-worked sequences.

    Performance feedback closes this loop: users engage directly with our technical staff to discuss unexpected coupling issues or aberrant mass spectral peaks. Some of the best improvements in our process have stemmed from these conversations—a case where a customer’s peptide yield halved led to us revisiting the protecting group’s installation procedure, changing base equivalents, and incorporating more robust inline monitoring.

    Solving Process Challenges—Facility Experience Matters

    Over years in manufacturing, we’ve seen minor variations in temperature and humidity spark issues with some batches, especially those involving protected amino acids with sensitive substitutions. The dichloro substitution makes this molecule less cooperative with wide environmental swings than others—control of the drying phase, for example, runs tighter than for Fmoc-Leu or Fmoc-Ile. Adding vacuum drying, glove-box handling, or extended nitrogen purging grew from real process struggles, not just textbook suggestions.

    Where issues have arisen—like low yields in the final crystallization or HPLC purity coming in under spec—solutions never come from a memo alone. Chemists, technicians, and engineers huddle to walk through past runs, review solvent lots, even taste (figuratively) the raw material chain for subtle changes upstream. We keep running notes, batch logs, and analytical archives going back decades. This living knowledge base captures lessons impossible to stuff into a standard operating procedure—the knowledge of when that “wrong” shade of yellow means someone missed a pH adjustment, or how small solvent temperature dips can impact diastereomeric purity.

    Market Demands and Our Ongoing Push for Improvement

    Research teams lean more and more on specialty protected amino acids because standard catalog solutions don’t address modern challenges—higher target selectivity, improved resistance against proteolytic cleavage, and precise structural tuning for bioactive peptides require more nuanced building blocks. We anticipated that demand by investing in analytical upgrades: adding chiral HPLC, expanding mass spec capabilities, and employing staff with intimate synthetic experience. We see the difference as batches consistently meet or outperform critical metrics set by peptide chemists who know what questions to ask.

    Customer feedback keeps the process moving forward. Requests for improved packaging, lower residual moisture, or tailored lot sizes hit the production team directly, and we respond by revising both minor batch protocols and wider scale logistics. Late last year, more groups asked for larger runs of our Fmoc-(S)-3-amino-4-(2,4-dichlorophenyl)-butyric acid at high purity. That required rescheduling campaigns, revalidating critical points, and stretching the QC bandwidth—decisions we handle project by project, because every research milestone deserves a real-world partner, not just a fulfillment center.

    Differences Rooted in Manufacturing, Not Just Chemistry

    From the earliest stages, the process behind Fmoc-(S)-3-Amino-4-(2,4-Dichloro-Phenyl)-Butyric Acid takes a different route than other Fmoc-protected amino acids. Its synthesis often relies on additional chlorination protection-deprotection steps, extended chromatography, and even on occasion, post-reaction purification not required with less substituted analogues. We don’t view these as extra steps; they’re built into our philosophy. Reliable reagents fuel reliable invention. We chase after new process improvements, not because of outside pressure, but to make each new lot shinier, purer, and easier to use for the next round of innovation.

    The distinction between a simple distributor and an active manufacturer unfolds in these specifics. On one end, fulfillment might look like labeling, boxing, and shipping. On ours, support covers decades of cumulative know-how, thousands of calibration runs, and process tweaks that respond not to abstract ‘customer needs’ but to hard-won technical lessons.

    Looking Ahead: Manufacturing for the Future of Peptide Science

    Our goal with every batch stays simple: deliver Fmoc-(S)-3-Amino-4-(2,4-Dichloro-Phenyl)-Butyric Acid with the same or better purity, consistency, and traceability as the lot before. The small improvements make the cumulative difference for research that depends on failure-risk reduction. Pharmaceutical and biotechnology development looks set to push deeper into engineered peptides and protein analogues, making high-purity, specialty amino acids critical to future breakthroughs.

    Inside our halls, the work behind each bottle starts from raw-material inspection and runs all the way through to documentation and customer feedback. What sets us apart? Not just the output—though every crystalline sample captures months of work and attention—but the willingness to engage, adapt processes, and share technical details gained from thousands of runs. The journey from lab-bench curiosity to commercial-scale reagent feels both familiar and full of new puzzles every time.

    We invite researchers, developers, and partner labs to view us as collaborators, not just suppliers. Every new problem with protected amino acid production or application is a chance for both of us to learn. That fact keeps our process fresh and our commitment real as the boundaries of peptide chemistry continue to expand.