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Boc-L-3-Fluorophenylalanine

    • Product Name Boc-L-3-Fluorophenylalanine
    • Alias Boc-3-F-Phe
    • Einecs 674-862-8
    • 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

    532745

    Product Name Boc-L-3-Fluorophenylalanine
    Chemical Formula C14H18FNO4
    Cas Number 102058-46-0
    Appearance White to off-white solid
    Melting Point 97-102°C
    Purity ≥98%
    Solubility Slightly soluble in water, soluble in organic solvents
    Protecting Group Boc (tert-butoxycarbonyl)
    Optical Activity L-isomer
    Storage Conditions Store at 2-8°C, keep dry
    Application Amino acid derivative for peptide synthesis
    Synonyms N-Boc-L-3-fluorophenylalanine
    Iupac Name tert-butyl (2S)-2-amino-3-(3-fluorophenyl)propanoate
    Pka 2.13 (COOH), 9.38 (NH3+)

    As an accredited Boc-L-3-Fluorophenylalanine factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing Boc-L-3-Fluorophenylalanine is supplied in a sealed 1-gram amber glass vial with tamper-evident cap and clear labeling.
    Shipping Boc-L-3-Fluorophenylalanine is shipped in secure, airtight containers to prevent contamination and moisture exposure. The product is typically shipped at room temperature, unless otherwise specified, and includes documentation for safe handling. Packaging complies with relevant chemical transport regulations, ensuring safe and compliant delivery. Expedited shipping is available upon request.
    Storage Boc-L-3-Fluorophenylalanine should be stored in a tightly sealed container, protected from moisture and light. Keep it in a cool, dry, and well-ventilated area, ideally at 2–8°C (refrigerator conditions). Avoid exposure to strong acids, bases, and oxidizing agents. Ensure all containers are properly labeled, and access is restricted to trained personnel.
    Application of Boc-L-3-Fluorophenylalanine

    Applications of Boc-L-3-Fluorophenylalanine in Industrial Manufacturing

    Boc-L-3-Fluorophenylalanine is a specialized amino acid derivative primarily used in the development and manufacture of complex pharmaceuticals and advanced peptide-based research compounds. We produce this compound under strict process and quality controls to meet the diverse application requirements of downstream industrial partners. The following sections detail the principal application scenarios proven in the marketplace, with dedicated information on regulatory standards, additive ratios, integration steps, and target final products for each segment.

    1. API Research Peptide Synthesis

    This material serves as a non-standard amino acid monomer in solid-phase peptide synthesis (SPPS), supporting the creation of novel APIs, including protease inhibitors and receptor modulators. Its aromatic fluorine substitution enhances metabolic stability and can be crucial in the structure-activity optimization of investigational peptides. Our industrial customers adopt this intermediate in research and small-scale cGMP preclinical batches, where batch reproducibility and impurity control are decisive for project success.

    Industry compliance standards

    • ICH Q7 (GMP for APIs)
    • USP — Peptide Section Requirements
    • Ph. Eur. 2.9.40 (Amino Acids for Peptide Synthesis)
    • FDA 21 CFR Part 211 (Finished Pharmaceuticals)

    Typical usage ratio

    • 3–6 mol% of total amino acid loading per peptide, based on sequence requirements and intended biological activity, adjusted according to target incorporation points and peptide chain length.

    Downstream process integration

    • Direct addition to Fmoc/t-Boc-based SPPS reactors during protected amino acid coupling cycles, followed by automated cleavage and purification procedures.

    Final product types

    • GMP-grade peptide APIs for clinical investigations
    • Research-grade peptides for screening and preclinical assays
    • High-purity peptide building blocks for further modification

    2. Development of Peptide-Drug Conjugates (PDCs)

    This protected fluorinated amino acid is widely adopted in pilot and commercial lines synthesizing peptide–drug conjugates, especially where site-selective chemical handles or metabolic resistance is needed at specific loci within the peptide chain. Its ability to promote specific labeling sites or enhance in vivo stability is frequently exploited in oncology-targeted PDCs.

    Industry compliance standards

    • ICH Q11 (Development and Manufacture of Drug Substances)
    • FDA QbD requirements for PDC manufacturing
    • ISO 9001:2015 (Quality Management)
    • USP <1047> (Peptide and Peptide-Drug Conjugate Quality Attributes)

    Typical usage ratio

    • Varies up to 10 mol% of relevant sequence residues; most industrial PDC syntheses incorporate 1–3 residues per conjugate depending on conjugation site and linker chemistry.

    Downstream process integration

    • Incorporation during peptide backbone assembly, typically preceding drug payload attachment via orthogonal protection/deprotection strategies; integrated into semi-automated synthesis platforms.

    Final product types

    • Preclinical and clinical-stage peptide–drug conjugates (oncology and targeted therapies)
    • Custom-labeled peptides for in vitro diagnostic kits
    • Linker-modified intermediates for payload conjugation

    3. Structural Analog Development for Small Molecule APIs

    Chemical developers in medicinal chemistry programs deploy this material for the creation of fluorinated phenylalanine analogs as potential new chemical entities or impurities reference standards. Its use is particularly crucial for structure–activity relationship studies, where the unique physicochemical profile conferred by aromatic fluorination guides lead selection and metabolic profiling within regulated small molecule drug discovery pipelines.

    Industry compliance standards

    • ICH M7 (Assessment and Control of DNA Reactive [Mutagenic] Impurities)
    • USP <232> (Elemental Impurities)
    • FDA IND-enabling chemistry guidance
    • REACH registration for research use chemicals

    Typical usage ratio

    • Employed at 1–5% molar equivalents compared to lead compound, subject to parallel library requirements, with final analog scale adjusted from 0.1 to several hundred grams per batch depending on SAR screening throughput.

    Downstream process integration

    • Integrated as a core intermediate in solution-phase synthesis for analog arrays, either as starting material or via stepwise amide coupling in combinatorial chemistry platforms.

    Final product types

    • Fluorinated small molecule API analogs (for SAR studies)
    • Regulatory impurity markers and reference standards
    • Active compounds for preclinical PK/PD profiling

    4. Customized Isotope and Labeling Chemistry

    Research teams routinely apply the Boc-protected fluorinated phenylalanine as a precursor for the incorporation of stable labeling or radiolabel isotopes (e.g., 18F labeling) for metabolic tracing, ligand–receptor binding studies, or in vivo imaging applications. The distinctive aromatic fluorine site acts as a strategic anchor point for isotope introduction by nucleophilic substitution or direct exchange mechanisms in production lines adhering to strict radiopharmaceutical standards.

    Industry compliance standards

    • Ph. Eur. (Radiopharmaceutical Preparations)
    • USP <823> (Positron Emission Tomography [PET] Drugs)
    • ISO 13485 (Radiopharmaceutical Quality Systems)
    • GMP requirements for radiolabeling facilities

    Typical usage ratio

    • 0.05–1 mmol per batch depending on the tracer synthesis or labeling density, with scaling justified by target-specific activity and detection sensitivity required for imaging studies.

    Downstream process integration

    • Introduced during late-stage synthesis, with direct isotope exchange or nucleophilic 18F/19F incorporation onto the aromatic ring before final deprotection and formulation; typical in automated radiochemistry modules.

    Final product types

    • PET imaging tracers (e.g., 18F-labeled amino acids for tumor localization)
    • Stable isotope-labeled metabolic probes
    • Quality control reference standards for bioanalytical methods

    5. Design of Fluorinated Peptide Reference Standards

    Certified peptide reference standard manufacturers frequently turn to this protected amino acid as an essential building block for the synthesis of traceable, isoform-specific standards. End users deploy these standards for analytical method validation and proficiency testing across regulated pharmaceutical and biotech settings, particularly when quantifying fluorinated peptide APIs by LC-MS or ELISA techniques.

    Industry compliance standards

    • ISO 17034 (Reference Material Producers)
    • USP General Chapter <1224> (Reference Standards)
    • Ph. Eur. (Peptide Reference Standard requirements)
    • ISPE (Pharmaceutical Analytical Quality)

    Typical usage ratio

    • Typically 1 residue per reference peptide; overall amount ranges from 0.5–5% of total amino acid content depending on peptide sequence length and analytical detection needs.

    Downstream process integration

    • Fed into peptide synthesizers for custom peptide reference batch runs, followed by standardization, cross-batch comparison, and multistage purity and identity clarification under ISO-accredited quality systems.

    Final product types

    • Peptide reference standards (for pharmaceutical API quantitation)
    • QC benchmarks for LC-MS and immunoassay validation
    • Certified proficiency testing materials for regulatory inspections
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    Certification & Compliance
    More Introduction

    Boc-L-3-Fluorophenylalanine: A Reliable Entry for Precision Peptide Chemistry

    Advancing Synthesis with a Trusted Intermediate

    As a manufacturer working closely with chemists across academic and industrial sectors, the team here understands the pressure that comes with sourcing high-purity amino acid building blocks. Among these, Boc-L-3-Fluorophenylalanine stands out for anyone running solid-phase or solution-phase peptide synthesis, especially where fluorinated motifs drive biological activity or stability. Every batch originates in our controlled facilities, using advanced synthetic methods that consistently yield material with narrow purity ranges. We prepare this compound as a white to off-white powder, stable under dry conditions, and ship with an up-to-date analytical report for each lot.

    About Boc-L-3-Fluorophenylalanine

    The Boc-protected form of L-3-Fluorophenylalanine features an N-terminus shielded by a tert-butyloxycarbonyl (Boc) group and a meta-positioned fluorine on the aromatic ring. This structure keeps it compatible with standard Fmoc and Boc-based peptide protocols, making it a flexible choice for demanding medicinal chemistry projects. With a molecular formula of C14H16FNO4, the product handles efficiently in manual and automated synthesizers and reconstitutes reproducibly in common polar aprotic solvents such as DMF and DCM.

    Focusing on Consistency and Quality

    We prioritize maintaining tight control over each production step. Automated checks at critical points ensure the main product stays above 98% purity by both HPLC and NMR. Moisture and residual solvent analyses run routinely to protect long-term stability. Customers have commented on the absence of problematic side-products in their peptide cleavage cocktails, a direct outcome of our purification choices. We do not scale production through traders or third-party sites, allowing us to keep firm grip on raw material screening and process verification.

    Why Choose Boc-L-3-Fluorophenylalanine Over Other Phenylalanine Variants

    Peptide chemists working with fluorinated amino acids regularly mention their pain points: variability in substitution pattern, overlay of similar by-products, and inconsistent optical purity. Many alternative sources blend material from different origins or rely on basic purification steps, leading to inconsistent results downstream. Our Boc-L-3-Fluorophenylalanine consistently meets a single chiral standard, so enantiopure material supports reproducible bioassay outcomes and precise SAR studies.

    Sourcing 3-fluorophenyl-containing monomers opens up new pharmacological properties in synthetic peptides and small molecules. Fluorine at the 3-position modifies π-stacking and electronic properties without introducing excessive steric hindrance. In contrast, standard phenylalanine lacks this fine control over hydrophobic and electron-withdrawing features. Our customers pursuing peptide/protein labeling, PET imaging agents, or analog design for protease inhibitors usually report improved stability and selectivity profiles in assays using the 3-fluoro analog.

    Synthesis Process Oversight

    Our production process uses a modern approach: starting from protected meta-fluorinated benzyl precursors, we streamline the amino acid installation and Boc protection in a modular sequence. This approach means we avoid introducing extraneous metals or harsh reagents, minimizing the risk of catalyst carry-over or trace metal contamination.

    Scale-up follows strict process validation. Any production campaign uses a single source for the primary precursor and goes through repeated crystallization and chromatography. Documentation covers every vessel, solvent, and temperature change. Internal audits and third-party verification support our certificates, but the true value lies in the repeatability our research clients report.

    Formulation and Handling

    Clients often ask about ease of use. Boc-L-3-Fluorophenylalanine consistently dissolves and couples through standard protocols. It can be weighed directly without need for pre-drying in most applications. Bottles arrive with tamper-evident seals, nitrogen blanketing, and modern packaging to prevent ingress. Our technical support includes protocols for scale-specific coupling, solvent exchange, and recommended resin/monomer ratios.

    We avoid micro-milling or over-drying that can lead to static or dusting problems at the bench. This, combined with tracked batch numbers and integrated QC, means labs stay focused on research without product-related setbacks. Our staff in charge of packaging and logistics keeps in regular contact with clients, addressing any questions about reconstitution, storage, or protocol adjustments relevant to unique workflows.

    Reproducibility in Peptide Production

    Boc-L-3-Fluorophenylalanine’s consistent lot-to-lot performance saves time in peptide batch campaigns. Chemists using our product have commented on good resin swelling during loading and complete coupling efficiency, even for longer sequences with multiple modified residues. Fewer purification cycles and simplified deprotection steps often mean more finished product per campaign, improving project timelines.

    We frequently hear that synthesis teams appreciate material that does not introduce unwanted isomers, degradation products, or cross-contamination. For protein engineering or conjugation work, precise identity and optical purity make all the difference when scale, sequencing, or analytical characterization comes into play.

    Supporting Research Needs

    Researchers regularly consult with our team to ensure their choice of Boc-L-3-Fluorophenylalanine matches unique sequence requirements or downstream transformations. Our technical specialists work through coupling protocols, deprotection optimization, or compatibility questions. We often discuss co-loading with native phenylalanine or other fluorinated analogs, offering advice on relative reactivities and expected chromatographic shifts during purification.

    Field feedback reveals that many chemists trust our documentation for regulatory support, especially in preclinical or early-stage studies. Certificates link to retained reference samples and archived analytics, so if there are any unexpected results at the bench or in vivo, we provide traceability and rapid answers.

    Differences Compared to Non-Fluorinated and Ortho-/Para-Fluorinated Analogs

    The distinct advantage of the 3-fluoro position over other substitution patterns centers on electronic tuning, metabolic stability, and ligand interaction. Ortho-fluorinated (2-fluoro) and para-fluorinated (4-fluoro) phenylalanines offer different polarity and steric effects. In the hands of an experienced peptide chemist, the meta-fluorinated analog keeps the aromatic ring electronic profile while offering a unique H-bond acceptor/donor pattern, changing how peptides interact with enzymes and receptors.

    Labs focused on medicinal chemistry or imaging recognize how metabolic deamination and oxidative degradation affect phenylalanines in vivo. The 3-fluoro analog commonly shows enhanced resistance to enzymatic breakdown and improved imaging characteristics in radiolabeling when compared to non-fluorinated or ortho/para variants. Such features make it a frequent pick in pipeline optimization projects and for stable labeling experiments.

    Experience from Real Applications

    We regularly engage with researchers pushing the boundaries, from gram-scale solid-phase campaigns to milligram runs for imaging probes. One peptide platform reported complete residue incorporation of Boc-L-3-Fluorophenylalanine in their sequence, matching the yield and purity of standard amino acids. Those in structural biology note that B-factor and NMR dynamics shift upon single-site incorporation, supporting the case for using a reliable, well-characterized building block.

    In a drug discovery context, the difference comes through in lead optimization, where changing phenylalanine’s aromatic ring alters binding affinities or off-target profiles. Our involvement doesn’t stop at delivery; follow-up technical support means results get shared back, allowing us to further refine isolation, drying, and purity handling to meet the evolving needs of those at the bench.

    Safety, Storage, and Sustainability Efforts

    Every researcher wants confidence their reagents arrive in top condition. Boc-L-3-Fluorophenylalanine stays shelf-stable for at least a year under ordinary lab refrigeration, retaining coupling efficiency and spectral clarity. We recommend opening bottles at the bench, not under chemical hoods where damp conditions can shorten useful life. Desiccant pouches and secondary containment carriers come standard.

    Waste minimization in our facility cuts energy and solvent demand. Most solvents get recycled in-house, and we monitor emissions and disposal streams according to strict guidelines. Sustainable handling doesn’t stop at the factory; we encourage researchers to return empty containers for responsible recycling. This approach to stewardship reflects our daily commitment to ethical manufacturing and the long-term trust of the research community.

    Challenges and Solutions in Supplying Modified Amino Acids

    Scaling up non-standard amino acid production brings unique hurdles. Tech transfer between bench and plant can disrupt reaction order, solvent masking, or trigger new impurity profiles. In our own operations, every scale-up runs as a “pre-flight” with expanded HPLC and spectral checks, preventing surprises that frequent vendors sourcing second-hand intermediates struggle to catch.

    Shipping challenges, from customs to transit time, risk degradation in poorly packed goods. We routinely invest in robust, climate-controlled logistics channels, and package with both physical and chemical security measures. Chemists focus on their projects, not on tracking delays or product quality issues. Strong relationships with material and packaging vendors prevent last-minute substitutions, giving stability most intermediaries cannot offer.

    Supporting Early Research to Production-Scale Needs

    Whether a customer requests a single gram for a one-off feasibility run, or multiple kilograms for commercial peptide synthesis, each order receives hands-on oversight from our production, quality, and customer service staff. Our chemists provide flexible packaging sizes, so labs can avoid unnecessary repackaging or storage headaches. Technical support extends to troubleshooting coupling, protecting group strategies, and analytical method development, based on our lab’s direct experience.

    Integration between R&D and production means feedback about resin compatibility, solvent preferences, or downstream purification directly informs manufacturing. As new methods for fluorinated peptide design emerge, our partnerships with research leaders drive continuous improvements in performance, cost, and accessibility. Keeping open lines between manufacturing and application teams ensures our Boc-L-3-Fluorophenylalanine always meets rising standards in the field.

    Providing a Transparent and Science-Driven Service

    We recognize researchers depend on solid documentation. For every lot, we provide thorough certificates with on-file spectral overlays, impurity profiles, and traceable documentation. Should issues or out-of-spec results occur, we provide immediate access to analytical staff familiar with both the synthetic pathway and the downstream applications. This transparency has earned us trust among research partners working under tight deadlines and regulatory scrutiny.

    Customers pursuing IND or regulatory submissions have access to retained analytical samples and original batch documentation. Our on-site staff handle requests with urgency, knowing the value of time in the development pipeline. Every feedback loop, from route selection to shipping and documentation, focuses on real challenges faced by those who move from academic discovery to translational application.

    Building for the Future

    Modified amino acids like Boc-L-3-Fluorophenylalanine are no longer niche novelties; they are essential elements in the toolbox of peptide chemists and molecular developers. Our ongoing commitment to improvement, open exchange with research communities, and direct experience at all scales of production become visible when challenging chemistry arrives on the bench and researchers demand consistent, trustworthy reagents.

    Continued investment in technical talent, analytics, and process equipment ensures customers continue to receive amino acid intermediates that support both basic research and advanced therapeutic programs. By sticking to practical solutions and using data and direct user feedback, we help teams translate inventive ideas into robust results.