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Boc-3-(2-Naphthyl)-D-Alanine

    • Product Name Boc-3-(2-Naphthyl)-D-Alanine
    • Alias Boc-D-2-Nal-OH
    • Einecs 809-209-1
    • 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

    311731

    Product Name Boc-3-(2-Naphthyl)-D-Alanine
    Synonyms Boc-D-3-(2-Naphthyl)alanine
    Cas Number 112883-18-0
    Molecular Formula C20H23NO4
    Molecular Weight 341.40
    Purity Typically ≥98%
    Appearance White to off-white solid
    Storage Temperature 2-8°C
    Solubility Soluble in DMSO, methanol, acetonitrile
    Optical Rotation [α]D20 = -40° to -46° (c=1, MeOH)
    Protection Group Boc (tert-butoxycarbonyl)
    Chirality D-configuration

    As an accredited Boc-3-(2-Naphthyl)-D-Alanine factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing Boc-3-(2-Naphthyl)-D-Alanine is supplied in a 1-gram amber glass vial, sealed, labeled with CAS and batch number.
    Shipping Boc-3-(2-Naphthyl)-D-Alanine is shipped in tightly sealed containers to protect from moisture and light, typically under ambient temperature. Packaging complies with safety standards for chemicals, including appropriate labeling and documentation. Transport follows all applicable regulations for non-hazardous chemicals to ensure safe handling and prompt delivery.
    Storage **Boc-3-(2-Naphthyl)-D-Alanine** should be stored in a tightly sealed container, away from light and moisture, at 2-8°C (refrigerator temperature). Ensure storage in a cool, dry, well-ventilated area and avoid exposure to acids or bases. Keep away from incompatible substances and handle in accordance with standard laboratory safety practices to maintain product stability and purity.
    Application of Boc-3-(2-Naphthyl)-D-Alanine

    Applications of Boc-3-(2-Naphthyl)-D-Alanine in Industrial Manufacturing

    As a direct manufacturer of Boc-3-(2-Naphthyl)-D-Alanine, we target critical sectors where this chiral amino acid derivative serves specialized roles. Our production meets advanced formulation and process integration needs for pharmaceutical synthesis, peptide production, chiral catalysts, and pharmaceutical analytical standards.

    1. Peptide Drug Synthesis

    Major peptide drug developers rely on Boc-3-(2-Naphthyl)-D-Alanine as a protected chiral building block to design and synthesize complex peptide APIs. The naphthyl side chain and the Boc-protecting group facilitate site-specific incorporation during solid phase peptide synthesis (SPPS). The material delivers unique steric and hydrophobic properties required in non-natural amino acid sequences for drug peptides targeting oncology, metabolic, and CNS indications. Raw material purity and enantiomeric excess directly impact the folding and bioactivity of final actives.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice for Active Pharmaceutical Ingredients
    • USP/NF and Ph. Eur. guidelines for API raw materials
    • FDA 21 CFR Part 210/211 (current Good Manufacturing Practice)
    • Specific peptide impurity and residual solvent limits

    Typical usage ratio

    • 0.5 – 3.5 mol% of total amino acid loading in SPPS, adjusted by chain length and specific sequence design criteria
    • May be increased up to 10 mol% for highly modified sequences or non-natural peptide APIs, based on SAR studies

    Downstream process integration

    • Enter SPPS reactor directly after resin loading and activation of carboxyl group
    • Protection and deprotection steps under controlled pH during cycle synthesis
    • Fragment condensation for long-chain peptides post-coupling
    • QC by HPLC/UPLC and chiral analysis during peptide assembly

    Final product types

    • Peptide APIs for injectable and oral drugs (e.g., therapeutic peptides targeting cancer or rare metabolic diseases)
    • Peptide vaccine components
    • Chemically modified peptide candidates in clinical development
    • Diagnostic peptide probes for medical imaging

    2. Chiral Intermediate for Small Molecule APIs

    Research-based pharmaceutical manufacturers employ Boc-3-(2-Naphthyl)-D-Alanine as an enantiomerically pure handle in the asymmetric synthesis of small molecule active pharmaceutical ingredients. Its structure offers specific spatial arrangement, supporting regioselective transformations and improving the stereochemical outcome of complex intermediates. This material is key in synthetic routes where downstream pharmacophores require rigid hydrophobic substituents.

    Industry compliance standards

    • ICH Q11 Development and Manufacture of Drug Substances
    • Regulatory DMF/CEP filings for each chiral intermediate
    • European Pharmacopoeia chiral quality standards (Ph. Eur. 2.2.40, 2.2.46)
    • Good Laboratory Practice (GLP) for early stage use

    Typical usage ratio

    • Ranges from 0.4 to 2 equivalents depending on coupling step and complexity of target chiral center
    • Exact proportion determined by synthetic yield and conversion rate in pilot optimization

    Downstream process integration

    • Introduced during key asymmetric induction or chiral auxiliary stage
    • Cleavage of the Boc group typically performed under acidic conditions before final cyclization or coupling
    • Residuals monitored by LC-MS and chiral HPLC at each major transformation step

    Final product types

    • Small molecule APIs for CNS, cardiovascular, and antiviral drug candidates
    • Pilot scale pharmaceutical intermediates for CDMO supply chain
    • Chiral reference standards for regulatory submission

    3. Specialty Catalyst and Ligand Synthesis

    Producers of specialty chemical catalysts and ligands integrate Boc-3-(2-Naphthyl)-D-Alanine into chiral ligand frameworks. Its rigid aromatic moiety enhances asymmetric induction in metal-catalyzed hydrogenation, carbon-carbon bond formation, and enantioselective oxidations. The material’s high stereopurity supports production of reproducible and high-yield catalysts for use in API and fine chemical manufacturing.

    Industry compliance standards

    • ISO 9001:2015 Quality Management for specialty chemical manufacturing
    • REACH registration for non-pharmaceutical industrial chemicals (as required in EU)
    • Internal QC following internal catalyst/lots-to-process validation certificates
    • Documentation per GHS for chemical handling and hazard communication

    Typical usage ratio

    • Typically 1 – 5 mol% loading as ligand source in precursor complexes
    • Adjusted per scale-up and target catalyst system design

    Downstream process integration

    • Ligand assembly via solution-phase coupling using Boc-protected naphthyl alanine
    • Attachment to transition metal centers under anhydrous inert atmosphere
    • Removal of Boc group pre- or post-coordination depending on application
    • Purification via recrystallization and NMR-controlled batch release

    Final product types

    • Chiral phosphine or oxazoline ligands for enantioselective catalysts
    • Rhodium, palladium, or ruthenium catalyst systems for commercial pharmaceutical synthesis
    • Research-grade chiral auxiliaries for academic and industrial innovation

    4. Analytical Reference Material Production

    Analytical laboratories and pharmaceutical QC teams utilize high-purity Boc-3-(2-Naphthyl)-D-Alanine as a reference standard for the calibration of chromatographic enantioseparation methods. Its well-defined stereochemistry and UV-visible aromatic system enable sensitive, trace-level quantification, critical for validating synthetic steps and identifying process impurities in regulated environments.

    Industry compliance standards

    • Ph. Eur. 2.2.46 Chromatographic separation techniques
    • ISO/IEC 17025:2017 accredited reference material production
    • USP Chapter <1225> Validation of Compendial Procedures
    • FDA 21 CFR Part 211 Subpart I (Laboratory Controls)

    Typical usage ratio

    • 0.01 – 0.05 mg/mL for standard solution preparation in HPLC or UPLC calibration
    • Specific levels set by detection limits and required response factor in each validated assay

    Downstream process integration

    • Direct dissolution in analytical-grade solvents
    • Preparation of certified reference solutions for system suitability testing
    • Routine usage in QC lots for enantiomeric purity determination
    • Aliquoting and storage under validated stability protocols

    Final product types

    • Commercial reference standards for peptide and small molecule APIs
    • Internal process control standards for manufacturing QC
    • Analytical kits for chiral and purity assessment in regulated drug production
    Free Quote

    Competitive Boc-3-(2-Naphthyl)-D-Alanine prices that fit your budget—flexible terms and customized quotes for every order.

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    Certification & Compliance
    More Introduction

    Boc-3-(2-Naphthyl)-D-Alanine: Putting Reliable Quality Into Research and Manufacturing

    Handcrafted Amino Acid Derivatives for Real Progress

    In the fine chemicals industry, every chemist has a story about searching for a unique building block and wrestling with inconsistent quality across suppliers. As direct manufacturers, we understand the challenges you face. Boc-3-(2-Naphthyl)-D-Alanine stands out among specialty derivatives because it bridges precision in peptide synthesis with robust physical handling. Our production emphasizes batch reliability and performance, shaped by our routines in isolation and purification. This material sees demand from both peptide researchers and pharmaceutical process scientists needing consistency batch-to-batch.

    The Profile That Advances Peptide Science

    Boc-3-(2-Naphthyl)-D-Alanine offers a Boc-protected version of 3-(2-naphthyl)-D-alanine. This upgrade allows researchers to incorporate a rigid aromatic side chain, giving peptides defined conformation and valuable hydrophobic interaction. Our experience shows that this modification strengthens peptide bonds in active sites and brings stability in chain assembly—key in solid-phase peptide synthesis. Competitive producers often cut corners in purification, resulting in unpredictable levels of residual acids, solvents, and epimerization. Our process minimizes those risks using fractionated precipitation and vacuum drying.

    Choosing D-Configuration and the 2-Naphthyl Advantage

    Moving to a D-amino acid form avoids unwanted enzymatic cleavage in biological systems and sharpens resistance to metabolic breakdown. We focus on producing D-isomeric blocks with high enantiomeric purity. Our HPLC and polarimetry monitoring catch any drift from the desired configuration. Incorporating a 2-naphthyl group brings extended aromatic stacking and revised hydrophobic surface area into peptide design. In one project, a biotech partner achieved improved receptor selectivity by swapping in the naphthyl side chain at a key locus. The project’s reproducibility hinged on reliable analytical support—something only direct manufacturers with dedicated QC departments can manage.

    Specifications: More Than A Checklist

    Researchers quickly realize that product data sheets tell only half the story. Real-world use uncovers the differences between small-batch, custom-synthesized Boc-3-(2-Naphthyl)-D-Alanine and lower-quality, repacked material. Our batches achieve greater than 98% chemical purity as confirmed by HPLC and 1H NMR, and our documentation comes supported by traceable analytical results from our own instruments. The solid crystalline form, white to faintly off-white, resists caking and flows cleanly during weighing and transfer. Our controlled drying procedures aim to keep moisture content below 0.5%. Some large commercial sources ship this product with excess fines or unpredictable granule size, complicating solid dispensing or automated dosing. Our approach standardizes particle size through calibrated sieving so that you see fewer issues with batch-to-batch handling.

    Usage: Lessons Learned From the Lab Bench

    Solid-phase peptide synthesis thrives on predictability. Boc-protected D-alanine derivatives play a vital role in introducing chirality and specialty side chains during stepwise assembly. Peptide chemists—ours included—have encountered inconsistent coupling yields and side reactions when switching suppliers. Even trace impurities like naphthalenesulfonic acids or Boc cleavage byproducts can derail processes and push up downstream purification costs. We’ve established routine batch trials and keep reference spectra from each run, reducing the risk for your synthesis runs. Experience shows that careful control of the protecting group environment, plus reliable removal of starting materials and bleaching residues, leads to peptides free from errant UV peaks and byproduct contamination.

    Difference In Manufacture: From Small Lab To Industrial Scale

    In the specialty amino acid world, one bottle may come from kilo-scale manufacture in glass reactors, and another from a bench-top flask in an academic lab. We scaled our Boc-3-(2-Naphthyl)-D-Alanine line up cautiously, revalidating temperature setpoints, pH monitoring, and reaction hold times at every increment. This close attention avoided losses in optical purity or incomplete transformations. Larger producers sometimes overlook these details—one shipment from a global competitor actually contained significant D/L-alanine contamination, discovered only after repeated synthesis failures. Our own batches undergo full chiral HPLC analysis for every release. Customers routinely report that our material gives sharper, more reliable product signals and fewer purification headaches downstream.

    Trusted By Long-Term Customers Worldwide

    Feedback from both university research labs and pharmaceutical development teams tells us what works. End users have highlighted that our Boc-3-(2-Naphthyl)-D-Alanine consistently dissolves in key solvents like DMF and DCM with no haze or deposits—unlike cheaper bulk grades sold by traders. Several industrial partners have run long-term side-by-side comparisons, finding improved coupling efficiency and shorter solid-phase cycle times with our material. Strict control of residual solvents and moisture also helps resolve downstream chromatographic separations, lowering overall process time and waste.

    Supporting Safer and Greener Chemistry

    As original manufacturers, we’ve invested in not only product yield but also greener process development. We’ve driven down the use of chlorinated solvents, and our purification protocols minimize solvent carryover in final product—critical to support demanding synthetic and regulatory standards. Safe ventilation systems, operator training, and in-process monitoring have cut our own hazardous waste production over time. Our customers let us know that tighter regulatory scrutiny around synthetic intermediates has forced many to switch from casual reseller sources to established manufacturers with documentation going back years. We offer transparent batch records, lot traceability, and MSDS support calibrated for real research or production needs.

    Beyond Specifications: The Search For Reliable Supply

    Working closely with partners taught us that stable relationships matter just as much as technical details. We’ve adapted our capacity as partners needed new volumes, and worked to keep turnaround times under control during global logistics challenges. One customer facing a critical project delay from a sudden customs hold called on us for a solution. We leveraged our regional stock and regulatory experience to expedite a compliant, traceable shipment—something impossible with off-shore repackagers who lack original lot records. This flexibility comes from controlling our own supply chain and having staff with deep hands-on experience at every step, from production to QC to shipping.

    Practical Tips From Synthesis To Analytics

    Experienced chemists know that not all building blocks behave the same way in the harsh conditions of peptide synthesis. Boc-3-(2-Naphthyl)-D-Alanine, with its bulky aromatic group, needs careful monitoring during both coupling and deprotection stages. Customers have often asked for advice on optimizing coupling reagents for high-yield inclusion of this derivative, especially with sterically hindered sequences. Our in-house chemists have tested the material in most common peptide coupling systems, including HATU, TBTU, and carbodiimide alternatives, and found reliable reactivity when adjusted for base strength and temperature. Post-synthesis, it’s equally important to monitor cleavage conditions, since aggressive acid treatment can sometimes strip off delicate aromatic groups or cause color changes. Sharing practical insights from batches that reached kilo scale gave users more confidence that outcomes seen on the bench would hold true when scaling up.

    Comparing To Other Boc-Amino Acids And Protecting Groups

    Many customers ask why not rely on simpler Boc-D-alanine or Boc-L-phenylalanine derivatives for aromatic character. Our experience shows that the naphthyl side chain imparts a unique shape and electron distribution not matched by single-ring aromatics. In structure-activity relationship studies, Boc-3-(2-Naphthyl)-D-Alanine gives peptides and small molecules a distinctive signature. Replacing methoxy or unsubstituted aromatics with the 2-naphthyl group often enhances both partitioning into lipid environments and binding selectivity. Other derivatives can fall short due to limited resonance stabilization or excess steric hindrance. Our comparative runs with both classical and modern coupling regimens confirm that the Boc group remains a reliable protector for these advanced derivatives, offering consistent cleavability and minimal side products compared to Fmoc or Z alternatives in multi-step syntheses.

    Supporting Data With Every Batch—Not Guesswork

    Nothing erodes confidence faster than inconsistent analytical documentation. Over years of work, we've fine-tuned our practices so every batch ships with supporting HPLC traces, NMR spectra, and chiral purity confirmation on request. In one recent process transfer, a pharmaceutical partner identified a problem caused by microimpurities that had evaded tier-two trader QC. Our thorough documentation helped troubleshoot and resolve the error, salvaging a critical lot and saving project time. The attention to batch documentation builds trust and empowers better troubleshooting or regulatory reporting. Our practice is that if we aren’t confident enough to use the product in our own projects, it never leaves our facility.

    Technical Support From The Makers, Not Middlemen

    Direct relationships mean end users get technical support from chemists who actually manufacture each product, not call centers or front-line sales reps. When customers hit unfamiliar behaviors during synthesis or isolation, our production team reviews both historical batch records and fresh analytical runs to diagnose possible sources. We’ve provided customized solubility tests, alternative purification recommendations, and even repair formulations for problematic sequences involving Boc-3-(2-Naphthyl)-D-Alanine. Real experience produces practical help—often solving customer bottlenecks without the wait or confusion of multi-level distributor chains.

    Long-Term Partnership Benefits

    Sourcing specialty building blocks directly from manufacturers isn’t just about price or paperwork. Consistent quality, transparent batch records, ongoing technical support, and flexible supply adjustment build reliability over years. Several partners have worked with us across multiple research programs, knowing we don’t simply chase the lowest cost or shift to secondary sources. Our customers tell us this gives them confidence scaling from early discovery to pilot and beyond, since their process robustness starts with trusted raw materials.

    Future Developments: Listening To End User Needs

    Real advances in amino acid derivative manufacturing grow from close cooperation with end users. Feedback from pharmaceutical, agrochemical, and peptide therapeutics innovators shapes how we refine our process. Each request for new modifications, higher purity, or tighter documentation leads to improvements. In ongoing R&D, our team works on greener protecting groups, safer solvent use, and more rapid analytical turnaround—valuable for compliance and operational efficiency. Our real-world chemistry and day-to-day production expertise let us adapt these advances into standard practice quicker than larger, less agile corporations.

    Conclusion: Putting Practical Chemistry Into Every Batch

    Our commitment as original manufacturers of Boc-3-(2-Naphthyl)-D-Alanine centers on practical chemistry proven on the bench, not just theoretical purity in brochure copy. Long-term users see fewer surprises during synthesis—fewer resin fouling events, cleaner coupling, and consistent yields. The work doesn’t end at sale: we remain available to troubleshoot, advise, and refine practices based on customer feedback and real production challenges. The value of a truly reliable specialty building block goes beyond technical specs. We deliver confidence in every bottle, every batch, and every project milestone.