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Fmoc-(R)-3-Amino-4-(3-Trifluoromethyl-Phenyl)-Butyric Acid

    • Product Name Fmoc-(R)-3-Amino-4-(3-Trifluoromethyl-Phenyl)-Butyric Acid
    • Alias Fmoc-(R)-3-Am-4-(3-CF3-Ph)-Bu-OH
    • Einecs 837595-96-3
    • 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

    572119

    Product Name Fmoc-(R)-3-Amino-4-(3-Trifluoromethyl-Phenyl)-Butyric Acid
    Cas Number 156779-68-1
    Molecular Formula C21H18F3NO4
    Molecular Weight 405.37
    Appearance White to off-white solid
    Purity ≥98%
    Storage Temperature 2-8°C
    Optical Activity [α]D20 = +19.0° (c=1, MeOH)
    Solubility Soluble in DMSO, DMF
    Protection Group Fmoc
    Chirality R-enantiomer
    Synonyms Fmoc-(R)-TFM-β-MBA
    Application Peptide synthesis
    Smiles C1=CC(=C(C=C1)C(F)(F)F)CC(C(=O)O)N[C@@H](C2=CC=CC3=CC=CC=C32)C

    As an accredited Fmoc-(R)-3-Amino-4-(3-Trifluoromethyl-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 screw-cap bottle, amber glass, labeled with chemical name, 1g net weight, hazard warnings, storage instructions, and lot number.
    Shipping Fmoc-(R)-3-Amino-4-(3-Trifluoromethyl-Phenyl)-Butyric Acid ships in secure, airtight packaging to ensure product integrity and stability. It is transported as a non-hazardous chemical under ambient conditions, with delivery tracking and temperature control available upon request to meet research or laboratory quality standards. Safety data sheets are included.
    Storage **Storage of Fmoc-(R)-3-Amino-4-(3-Trifluoromethyl-Phenyl)-Butyric Acid:** Store at 2–8 °C in a tightly closed container under a dry, inert atmosphere. Protect from light, moisture, and sources of ignition. Store in a well-ventilated area away from incompatible substances like strong oxidizers. Ensure the chemical is labeled properly and only accessible to trained personnel.
    Application of Fmoc-(R)-3-Amino-4-(3-Trifluoromethyl-Phenyl)-Butyric Acid

    Applications of Fmoc-(R)-3-Amino-4-(3-Trifluoromethyl-Phenyl)-Butyric Acid in Industrial Manufacturing

    As a specialized chemical raw material producer, we supply Fmoc-(R)-3-Amino-4-(3-Trifluoromethyl-Phenyl)-Butyric Acid for highly regulated sectors demanding precise chiral building blocks. This amino acid derivative supports advanced synthesis in pharmaceuticals, peptide APIs, custom research reagents, and analytical method standards. Below we detail key industrial manufacturing applications, integration points, and compliance practices required by leading downstream users.

    1. Peptide API Synthesis for Oncology Drug Manufacturing

    Major pharmaceutical companies employ this Fmoc-protected amino acid to introduce non-natural side chains in peptide APIs, especially cyclic or modified peptides targeting oncology indications. The compound enters solid-phase peptide synthesis (SPPS) protocols, enabling precise sequence modifications to optimize binding, pharmacokinetics, and resistance to enzymatic degradation. The material must consistently meet high purity and stereochemical integrity standards, as minor inconsistencies can impact target specificity and regulatory submissions.

    Industry compliance standards

    • cGMP ICH Q7 (Active Pharmaceutical Ingredients)
    • USP General Notices, Section 5.30: Peptide Synthesis Statements
    • EDQM European Pharmacopoeia 2.2.46: Chromatographic separation of enantiomers
    • FDA 21 CFR Part 211 (Finished Pharmaceuticals – Quality System Regulation)

    Typical usage ratio

    • Concentration per residue: 0.8 to 1.2 equivalents relative to standard amino acid loading during SPPS. Strict ratio controlled by resin capacity and peptide length.

    Downstream process integration

    • Fmoc deprotection and chain elongation in automated synthesizers.
    • Coupling as rare residue for site-specific incorporation at pharmacophoric hotspots.
    • Post-synthesis release and purification under reversed-phase HPLC.
    • Transfer to pilot-scale API purification and lyophilization.

    Final product types

    • IV and oral peptide oncology drugs (e.g., cyclic peptides, stapled peptides)
    • Advanced peptide analogs for clinical trials targeting solid tumors
    • GMP peptides for targeted therapy drug intermediates
    • Regulatory submission sample material (IND/NDA)

    2. Research-Grade Peptide Synthesis Reagent Supply

    Biotech firms and academic research institutions source this Fmoc-protected amino acid as a building block for custom peptide libraries, structure-activity relationship studies, and screening reagents. Laboratories require documented batch traceability, consistent performance in manual or automated synthesis, and low batch-to-batch variability, particularly for chiral non-proteinogenic amino acids. Raw material enters peptide synthesis workstations under controlled protocols for discovery-phase programs.

    Industry compliance standards

    • ISO 9001:2015 Quality Management Systems
    • GLP (Good Laboratory Practice) for reagent traceability
    • Certificate of Analysis (COA) with amino acid enantiomeric excess reporting
    • Analytical data: HPLC purity, NMR assignment, optical rotation

    Typical usage ratio

    • 1.0 to 1.1 equivalents per coupling step in research-scale SPPS (<1 mmol).

    Downstream process integration

    • Solution and solid-phase incorporation via Fmoc strategy
    • Manual weighing and dissolution in peptide-grade solvents
    • Integration into peptide array synthesis (parallel multi-well format)
    • Direct correlation to peptide analog synthesis for assay screening

    Final product types

    • Research peptides with trifluoromethylphenyl-modified sequences
    • Combinatorial peptide libraries for target screening
    • Custom peptide probes for biochemical assays
    • Reference standards for analytical method validation

    3. Chiral Intermediate for Small Molecule API Development

    Process development teams in contract manufacturing organizations integrate this chiral amino acid derivative to construct advanced intermediates for small molecule APIs, especially where a precise stereocenter and a trifluoromethyl motif are required to mimic biological binding sites. The material undergoes side-chain modification, amidation, or cyclization reactions, needing tight process controls and rapid analytical verification. All intermediates used in regulated markets require robust documentation for regulatory submission.

    Industry compliance standards

    • ICH Q11: Development and Manufacture of Drug Substances
    • FDA 21 CFR 210/211 for API manufacture
    • European Pharmacopoeia 5.2.8: Stereochemical purity controls
    • GMP Certificate for external audit readiness

    Typical usage ratio

    • Intermediate-level loading, typically 0.4–0.8 molar ratio depending on route and reaction conditions (e.g., 0.6:1 vs. main backbone units).

    Downstream process integration

    • Entry stage as protected chiral auxiliary in key coupling or cyclization
    • Subsequent Fmoc deprotection and functional group conversion
    • Integration with fluorination, reduction, or alkylation steps
    • Analytical verification by chiral HPLC after each critical step

    Final product types

    • Advanced fluorinated chiral intermediates for drug substance synthesis
    • Final step coupling components for protected small molecule APIs
    • Specialty fluorinated building blocks used in central nervous system (CNS) and anti-tumor therapeutics
    • Multistep API intermediates for custom synthesis clients

    4. Analytical Standards and Quality Control Reference Materials

    Analytical laboratories, especially those serving regulated pharma production, utilize this material as a certified reference standard or control for QC and method validation. Its complex chiral structure, combined with the Fmoc protection and the trifluoromethylphenyl group, presents distinct analytical signatures required for HPLC, LC-MS, or NMR calibration and quantification. Full documentation, including impurity profiles and batch-specific certificates, is mandatory for compliance audits.

    Industry compliance standards

    • ISO/IEC 17025:2017 (General requirements for the competence of testing and calibration laboratories)
    • USP Section <1040>: Analytical Reference Materials
    • FDA Guidance for Industry: Analytical Procedures and Methods Validation
    • ICH Q2(R1): Validation of Analytical Procedures

    Typical usage ratio

    • Reference standard solutions prepared at 0.1–10 μg/mL for analytical runs. Amounts adjusted based on method sensitivity and calibration curve requirements.

    Downstream process integration

    • Preparation of standardized calibration solutions for HPLC/LC-MS
    • Verification of instrument response and retention times for chiral and aromatic signals
    • Method system suitability testing during batch release QC
    • Routine inclusion in cross-laboratory proficiency testing

    Final product types

    • Certified reference solution vials for regulated pharma QC
    • Instrument calibration standards for time-of-flight and orbitrap LC-MS
    • Internal standards for impurity profiling in peptide and small molecule production
    • Batch release documentation records for GMP pharmaceutical manufacture
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    Certification & Compliance
    More Introduction

    Introducing Fmoc-(R)-3-Amino-4-(3-Trifluoromethyl-Phenyl)-Butyric Acid: Perspectives from the Manufacturer

    Crafting a Reliable Building Block for Modern Peptide Synthesis

    Our journey with Fmoc-(R)-3-Amino-4-(3-Trifluoromethyl-Phenyl)-Butyric Acid began in response to growing demand for highly specialized, functionalized amino acids among research laboratories and pharmaceutical companies. Over decades of manufacturing amino acid derivatives, we have witnessed the search for both efficiency and precision in the synthesis of complex peptides. This particular compound offers a distinct advantage, blending established purity standards with unique structural features.

    A Look at the Structure: Practical Implications for Researchers

    Fmoc-(R)-3-Amino-4-(3-Trifluoromethyl-Phenyl)-Butyric Acid stands out due to its chiral (R)-configuration and the presence of a trifluoromethyl-substituted aromatic ring. The Fmoc protecting group enables solid phase peptide synthesis under conditions compatible with a broad spectrum of coupling agents. From our experience, this design fits projects calling for site-specific functionalization, beta-amino acid incorporation, or the tightening of physicochemical control over peptide backbones.

    As a manufacturer deeply involved in custom peptide assembly, we have observed how the inclusion of trifluoromethyl groups influences both the physicochemical characteristics and biological activity of synthetic peptides. The trifluoromethyl moiety tends to enhance metabolic stability and can promote improved receptor binding in medicinal chemistry studies. Clients focusing on targeted peptide drugs value these effects when optimizing lead compounds.

    Quality at Scale: Challenges and Solutions in Production

    Accuracy in stereochemistry underpins every batch. Minor deviations in configuration can compromise entire programs in pharmaceutical research. Throughout our scale-up processes and repeated manufacturing runs, chromatography and chiral HPLC verification take center stage. Our team has seen how rigorous stepwise monitoring catches subtle issues before they can impact customers' workflows.

    Handling groups like Fmoc calls for careful management of moisture and light exposure. Operators in our synthesis suites follow detailed environmental controls—from freshly dried solvents to amber glass vials—because the main customer complaints globally, across amino acid supply, stem from trace hydrolysis or side-product contamination. We have learned that meeting exacting standards doesn’t just come from advanced equipment, it depends on experienced personnel familiar with the chemical’s sensitivities. This knowledge, built up over years, shapes everything from purification protocol design to final packaging.

    Specifications Our Clients Rely On

    Repeatability matters more to most of our customers than marginal increments in purity percentages. We set target purity by HPLC at >98%, regularly achieving higher. Rotational values measured for optical activity, precise melting points, and thorough NMR validation assure labs that their results will be consistent from lot to lot. We don’t simply communicate these data on paper. Our technical support routinely collaborates with customers to discuss NMR or HPLC traces, troubleshooting any anomalies directly with their teams.

    Crystallinity and particle size distribution feature often in purchasing decisions. These characteristics affect how the material loads on solid supports or dissolves in organic media. We tune our crystallization approaches according to customer feedback: peptide chemists synthesizing long, hydrophobic sequences often benefit from a carefully sized, free-flowing crystalline product, while others prefer a fine powder for rapid dissolution.

    End-Use Scenarios: Real Benefits in the Laboratory

    Our customers incorporate Fmoc-(R)-3-Amino-4-(3-Trifluoromethyl-Phenyl)-Butyric Acid into solid-phase peptide synthesis for applications from preclinical drug development to chemical biology tools. Its increased hydrophobicity, contributed by the aromatic CF3 moiety, affects solubility and influences secondary peptide structure formations—especially helical content—which we’ve seen exploited to modulate protease resistance in vivo.

    Several projects, including those developing peptide inhibitors or transport modulators, depend on the electronic effects of the trifluoromethyl group. By altering pKa or augmenting electron density in selected positions, researchers steer the final biological properties. We draw on our manufacturing insights, sharing our empirical findings on coupling efficiency, deprotection rates, and compatibility with standard peptide assembly reagents.

    Differences Compared to Other Amino Acid Derivatives

    Some may consider using standard Fmoc-protected alpha-amino acids as less costly alternatives. We’ve observed that such substitutions, while sometimes more budget-friendly, often fail to deliver the desired pharmacological or physical characteristics, driving repeat requests for our specialty product. The (R)-configuration of our compound accounts for stereochemical demands in advanced peptide architectures, particularly in designing beta-turn mimetics or cyclic peptides, where stereochemical mismatches have dramatic consequences for biological function.

    Trifluoromethyl substitution transmits markedly different properties than methyl or unmodified aromatic side chains. Our technical team has catalogued dozens of studies where substituting a 3-CF3-phenyl group enhanced serum stability or improved receptor selectivity compared to non-fluorinated analogs. For chemists engaged in structure–activity relationship work, access to this building block often opens new routes misaligned with traditional amino acid analogs. Our feedback process pulls from industry partnerships as well as laboratory collaboration, furnishing customers with direct comparative insights instead of theoretical expectations.

    Raw Material Sourcing: Control from Start to Finish

    Raw materials can greatly affect final purity and batch-to-batch reproducibility. We have invested substantial effort in sourcing high-grade fluorinated aromatics, since even minor impurities in base chemicals show up in HPLC readings. Each synthesis lot begins with documented verification of raw materials, supported by internal standard reference samples. Consistency has allowed us to build strong working relationships with R&D groups counting on exact repetition in multigram quantities.

    Solvent selection and activation methods in our process likewise trace back to lessons learned: a modest change in DMF water content or the grade of piperidine for deprotection can alter the work up and scale outcome. Our technical staff holds weekly reviews of global solvent trends and supplier certification to remain responsive. Sequence-dependent compatibility stays at the front of planning for larger contracts. Regular audits and a transparent feedback loop with procurement and QC teams have steadily reduced the risk of inconsistency or delay.

    Investing in Analytical Validation

    As customers move toward cGMP manufacturing or develop clinical candidates, scrutiny increases. To meet these higher standards, we built a laboratory suite dedicated to advanced analytical testing. High-resolution mass spectrometry, NMR, FT-IR, chiral HPLC, and qNMR quantify both main compound and trace-level byproducts. These tools are essential for supporting regulatory documentation, IND enabling studies, or simply providing documentation to satisfy external auditors.

    The experience here stems not from theory, but from multiple production campaigns involving kilo-scale quantities transitioning to pilot and formal GMP lots. In the early days, we saw the impact of overlooked minor impurities, including effects on downstream purification or unexpected biological results in partner studies. Since then, analytical validation has become a core investment, not just in equipment, but in training staff for consistent interpretation and transparency in communication with clients.

    Sustainability and Safety in Production

    Generating specialty protected amino acids involves handling reagents that are both potent and hazardous. Our operators wear personal protective equipment and continually monitor chemical exposure levels. We implement contained reaction systems and enforce solvent recycling protocols, not only for worker safety but in response to the broader environmental responsibilities expected of chemical manufacturers today.

    Several years ago, our management team prioritized the upgrade of containment and waste-treatment infrastructure. The lessons learned from those investments extend directly to the Fmoc-(R)-3-Amino-4-(3-Trifluoromethyl-Phenyl)-Butyric Acid production suite. Minimizing waste and improving reaction yield directly reduce the frequency of solvent shipments and hazardous waste disposal, with the knock-on effect of better cost efficiency. Customers increasingly query us on our sustainability metrics, and we share these outcomes openly, understanding how procurement decisions increasingly factor in such considerations.

    Customer Collaboration and Knowledge Sharing

    Peptide chemistry is a field that rewards shared experience and practical advice. Manufacturers and research partners often work together to solve coupling issues or troubleshoot unexpected reactivity. Our technical seminar series, regular informal troubleshooting sessions, and collaborative R&D efforts have reinforced strong relationships and resulted in mutual gains.

    Take the example of a recent client scaling a novel macrocyclic peptide program. Early batches using an unoptimized protocol produced poor yields. By sharing details from our own process optimization and providing sample purities versus batch outputs, we identified that slow addition of coupling reagents and fine control of temperature during the Fmoc deprotection step reduced side-product formation. After adopting these strategies, the client achieved consistent high yield and single-peak HPLC results, validating our hands-on experience as a key value to product choice.

    This approach continues beyond immediate product supply. We frequently participate in joint publications, patent filings, and regulatory submissions where insight into real-world manufacturing challenges makes a difference. Clients might assume the job ends after shipping a product, yet challenges in peptide synthesis rarely stop at raw material supply. By remaining accessible and continuing to update partners on manufacturing changes or improvements, we help them reach their final goals faster and with less risk.

    Supporting the Next Generation: Training and Outreach

    Years of manufacturing have taught us the importance of passing on expertise. We host periodic workshops and support university-level training programs in areas relevant to protected amino acids and peptide chemistry. Successful synthesis often comes down to subtle details, from glassware cleaning to timed reagent addition, and our open-door policy welcomes new chemists eager to see how specialty products are crafted and validated.

    By engaging with academia and industry, we continue to expand a community dedicated to both the science and the art of peptide manufacturing. Emerging technologies—like microfluidic peptide synthesis or on-demand combinatorial libraries—challenge us to adapt current processes, and direct dialogue with tomorrow’s chemists enriches how we think about reproducibility and innovation.

    Addressing Supply Chain Complexity in a Shifting World

    The global chemical supply chain has become more intricate. Disruptions, whether from geopolitics or transportation delays, test manufacturers daily. For an item as specialized as Fmoc-(R)-3-Amino-4-(3-Trifluoromethyl-Phenyl)-Butyric Acid, we do not simply wait for disruptions to subside; we actively manage risk by maintaining redundancy in critical reagent suppliers. We have also developed in-house reserves of precursor materials. These measures came directly in response to client reports of erratic timelines from other suppliers.

    Flexibility extends to production schedules. Our operations team can prioritize rush orders within a reasonable timeframe and rotate between kilo-lab and full plant batches to accommodate custom synthesis requests. This adaptability means we can meet unexpected demands without degrading quality or pushing aside long-term commitments. Regular scenario planning, anchored in feedback from frequent customers, drives our scheduling priorities.

    Contributing to Scientific Advancement

    The impact of Fmoc-(R)-3-Amino-4-(3-Trifluoromethyl-Phenyl)-Butyric Acid extends beyond improved yields or cleaner HPLC peaks. Researchers building next-generation peptide drugs or probing mechanisms in chemical biology depend on the subtle influences of side-chain electronics, hydrophobicity, and steric bulk. Our compound supports these needs, not only by virtue of its synthetic parameters but because it reflects the cumulative knowledge acquired over years in the lab.

    By staying close to our product, both on the shop floor and in consultation with end users, we continue to deliver materials that push boundaries. Each new batch teaches us something—about coupling efficiency, packaging logistics, or shelf stability under diverse transport conditions. Our path has connected us with a dynamic community of scientists and entrepreneurs, all seeking better, more reliable tools to advance their fields.

    Looking Forward: Meeting Tomorrow’s Challenges

    Peptide chemistry never stands still. Structural diversity, improved bioactivity, and the constant pursuit of new therapeutic modalities drive demand for ever more complex amino acid derivatives. We recognize that the stewardship of compounds like Fmoc-(R)-3-Amino-4-(3-Trifluoromethyl-Phenyl)-Butyric Acid requires not just technical expertise, but openness to new ideas and a willingness to adapt.

    Feedback from the field challenges us to innovate, whether optimizing synthesis routes, upgrading analytical technologies, or modifying product formats for easier handling. Partnerships strengthen capabilities in every department, and our daily experience shows the value of direct, honest dialogue between manufacturers and scientists. As customer needs become more specialized, our role grows ever more advisory and collaborative.

    Satisfaction for us comes from more than delivering a product that meets strict purity and configuration standards. It emerges from the collective pursuit of scientific excellence, where incremental improvement across all aspects of production and support combines to create real-world impact in laboratories and hospitals around the world.