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Boc-D-Phenylglycine

    • Product Name Boc-D-Phenylglycine
    • Alias (S)-2-(((tert-Butoxycarbonyl)amino)phenyl)acetic acid
    • Einecs 859-622-6
    • 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
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    Specifications

    HS Code

    286857

    Product Name Boc-D-Phenylglycine
    Cas Number 77235-12-4
    Molecular Formula C13H17NO4
    Molecular Weight 251.28
    Appearance White to off-white powder
    Purity ≥98%
    Melting Point 95-99°C
    Solubility Slightly soluble in water, soluble in organic solvents
    Storage Temperature 2-8°C
    Iupac Name tert-butyl (2R)-2-amino-2-phenylacetate
    Smiles CC(C)(C)OC(=O)[C@@H](N)C1=CC=CC=C1

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

    Packing & Storage
    Packing Boc-D-Phenylglycine is supplied in a sealed 25g amber glass bottle with a tamper-evident cap and detailed labeling.
    Shipping **Boc-D-Phenylglycine** is shipped in secure, tightly sealed containers to prevent contamination and degradation. The containers are clearly labeled and cushioned to avoid damage during transit. Shipments comply with chemical transport regulations, ensuring safe handling. The product is typically shipped at ambient temperature unless otherwise specified by the manufacturer or requested by the customer.
    Storage Boc-D-Phenylglycine should be stored in a tightly sealed container, protected from light and moisture, at a cool temperature (2-8°C or as specified by the manufacturer). It should be kept in a well-ventilated area, away from incompatible substances such as strong oxidizers and acids. Proper labeling and secure storage help ensure chemical stability and safe handling.
    Application of Boc-D-Phenylglycine

    Applications of Boc-D-Phenylglycine in Industrial Manufacturing

    Boc-D-Phenylglycine is an essential intermediate in several high-value chemical industries. This material supports demanding synthesis environments, especially where chiral purity is critical. As a direct manufacturer, we prioritize application-driven integration, closely aligning with end-user production requirements in pharmaceuticals, peptide development, custom CRO synthesis, and specialty agrochemical intermediates.

    1. Peptide API Synthesis for Antidiabetic Drugs

    Large-scale manufacturers employ Boc-D-Phenylglycine to construct peptide building blocks for antidiabetic APIs such as DPP-4 inhibitors. The D-stereochemistry plays a vital role in ensuring specificity and bioactivity for final drug molecules. In GMP-compliant facilities, this protected amino acid undergoes controlled coupling reactions, minimizing racemization and ensuring high batch consistency. Careful deprotection and subsequent chain elongation follow stringent ICH and FDA requirements to achieve pharmaceutical-grade finished APIs.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice for Active Pharmaceutical Ingredients
    • FDA 21 CFR Part 210/211 Pharmaceutical Quality Standards
    • EU GMP Part II for APIs
    • Ph. Eur. 10.0 and USP-NF monographs for peptide APIs

    Typical usage ratio

    • 0.8–1.2 equivalents per coupling step, adjusted by peptide length and target purity

    Downstream process integration

    • Used during solid-phase or solution-phase peptide assembly as a protected building block
    • Integrated post-resin loading or solution activation, followed by Boc-deprotection after each elongation cycle

    Final product types

    • Antidiabetic peptide APIs (e.g., vildagliptin, saxagliptin)
    • Custom synthetic oligopeptides for clinical trials

    2. Chiral Intermediate for Beta-Lactam Antibiotic Synthesis

    Beta-lactam antibiotic manufacturers rely on Boc-D-Phenylglycine in enantioselective routes for advanced intermediates. The enantiomeric purity imparted by the D-configuration enhances the safety and efficacy profiles of final APIs like cephalosporins and penems. This compound enters multistep synthesis processes involving amidation, hydrogenation, and protection/deprotection, critical for securing the required chiral centers under cGMP conditions. Strict traceability and documentation ensure pharmaceutical compliance from input through batch release.

    Industry compliance standards

    • US FDA cGMP for bulk antibiotics
    • EU Directive 2001/83/EC for medicinal products
    • Chinese Pharmacopoeia for antibiotic quality frameworks
    • GMP API supplier audits and QP declarations

    Typical usage ratio

    • 1.0 equivalent per target intermediate; may vary up to 1.2 based on reaction efficiency and scale

    Downstream process integration

    • Introduced during early-stage chiral intermediate formation for β-lactam ring construction
    • Undergoes deprotection and condensation or hydrogenation steps later in the sequence

    Final product types

    • Advanced intermediates for cephalosporins
    • Penem antibiotic APIs for injectable forms

    3. Contract Research Peptide Libraries for Drug Discovery

    CRO laboratories select Boc-D-Phenylglycine for rapid assembly of peptide libraries supporting pharmaceutical lead screening. The protected D-amino acid ensures that only target stereochemical forms enter combinatorial synthesis platforms deploying parallel solid-phase protocols. Custom purity specifications are met through orthogonal deprotection and high-throughput Fmoc/Boc exchange strategies. Manufacturers implement documented batch traceability and sample retention systems for global preclinical and research compliance.

    Industry compliance standards

    • ISO 9001:2015 for research compound production
    • OECD GLP (Good Laboratory Practice)
    • REACH registration for laboratory intermediate use (EU)
    • Customer-specific synthesis and purity documentation

    Typical usage ratio

    • Varies 0.5–3.0 mmol per library synthesis batch, as specified by peptide length and target screening set

    Downstream process integration

    • Fed directly into automated peptide synthesizers after resin loading
    • Custom deprotection cycles executed based on library design

    Final product types

    • Custom peptide libraries for HTS (high-throughput screening)
    • Peptide reference standards for pharma R&D

    4. Specialty Agrochemical Intermediate for Chiral Pesticides

    Agrochemical producers use Boc-D-Phenylglycine to introduce chiral centers in active compound development. This enantiopure material supports synthesis of advanced intermediates in crop protection agents targeting specific pest profiles. Downstream processes require robust quality controls and monitoring of residuals in compliance with global agricultural chemical regulations. Integration into process flows supports successive amide formation, deprotection, and functional group transformations tracked under ISO-accredited QA systems.

    Industry compliance standards

    • FAO/WHO Specifications for Agricultural Pesticides
    • ISO 9001:2015 for agrochemical intermediates
    • REACH/CLP registration for hazardous substance management (EU)
    • US EPA registration requirements for raw material inputs

    Typical usage ratio

    • Typically 1.0–1.5 equivalents per chiral intermediate stage; adjusted by active ingredient design and impurity limits

    Downstream process integration

    • Employed during synthesis of agro-intermediates at the chiral pool entry point
    • Followed by sequential Boc removal and chemical derivatization under controlled conditions

    Final product types

    • Precursor compounds for D-configured selective insecticides
    • Building blocks for fungicide APIs with specific chiral activity
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    Certification & Compliance
    More Introduction

    Boc-D-Phenylglycine: A Closer Look at Practical Use in Chemical Synthesis

    Bringing Boc-D-Phenylglycine to the Workbench

    From the manufacturing floor, Boc-D-Phenylglycine stands out for its versatility in peptide synthesis. The industry expects consistency batch after batch, and this compound answers that expectation without fuss. Our line, under model number BC1337, enters the market as a direct result of years spent in reaction optimization, practical troubleshooting, and careful observation of end-user demands. Over time, producing Boc-D-Phenylglycine at scale has taught us a hard truth: every single variable—grade of solvent, humidity during storage, and even the source of raw phenylglycine—matters. We’ve shaped our process to address these variables directly.

    Specifications Anchored in Experience

    Boc-D-Phenylglycine offers a purity profile above 99.0%, measured by HPLC. That isn’t a number that came about easily. Each run through the reactor carries the possibility for racemization, so we ditched shortcuts and adopted real-time chiral monitoring. Moisture and ash content stay low, thanks to vacuum-controlled drying. The melting point settles at 92-94°C based on output from more than a hundred production cycles. We avoid batch blending, producing each batch from the ground up, which gives chemists confidence in stereochemical integrity.

    Scaling to kilogram quantities took patience and hard-won insights. It isn’t enough for a sample vial to look good on a shelf. In real-world usage, chemists have called out tiny hints of decomposition in competitors’ material—usually visible as subtle off-notes in NMR spectra, or sluggish reactivity during peptide coupling. Since those early complaints, we dialed in process control, especially around the Boc protection step, where incomplete conversion used to lead to headaches downstream.

    Application in Peptide Synthesis

    Boc-D-Phenylglycine works as an essential D-amino acid in the fragment coupling for pharmaceutical peptides, peptidomimetics, and probe molecules. Each shipment arrives with a detailed batch record, based not on regulatory posturing, but because method reproducibility matters as much to us as to the chemist receiving it. Our own R&D teams routinely integrate this material into automated peptide synthesizers, tracking coupling efficiency side by side with L-analogs and non-Boc protected alternatives.

    In hands-on terms, Boc-D-Phenylglycine packages a D-configuration that blocks enzyme breakdown of peptide products. End-users in pharmaceutical research, including those working on small-scale libraries, appreciate how our product simplifies route design—fewer protecting group exchanges and less need for analytical triage. Feedback often centers on the minimal baseline rise during HPLC monitoring, proof that side-products remain under control.

    In academic settings, where funding or grant limitations force tighter control over reagent quality, the product’s consistency delivers value far beyond just the stated purity. Some collaborators have shared their entire synthetic pathways, documenting how small impurities in the D-amino acid subunit can hinder yields three or four steps downstream—something we’ve seen directly on our own prep scales as well. Our commitment to shipping full analytical spectra is tied to these collaborations, not just a compliance checkbox.

    Facing Manufacturing Realities: Why This Product Differs

    There’s no shortage of vendors listing Boc-D-Phenylglycine on paper, and some source it from handfuls of intermediates or even repackaged, unverified stock. From our perspective, this approach fails end-users where it matters most: traceability, feedback, and performance. We own every stage, from raw material assessment to final packaging, meaning that if there’s a complaint or defect, it routes directly back to us and gets solved at the root. In recent years, we fielded several requests to track trace chiral impurities at levels below industry standard size exclusion checks. Addressing those brought on real investments—a new HPLC-MS suite and upskilling lab staff for tighter chiral analysis. These inputs raise costs, but we see it pay back with repeat researchers and production teams who notice the difference in solid-phase loading and final deprotection.

    We often receive samples from new customers who ask us to “match the profile” of their prior supplier, but debriefs reveal residual solvents, incomplete Boc protection, or mismatched enantiomeric excess. Instead of apologizing for higher cost, we’ll walk the researcher through our full batch dossier—comparing benzene ring proton ratios by NMR, for example, or mapping out final mass spec traces. We can’t claim to solve every inventory or timeline constraint, but we stand behind what leaves the gate.

    Every kilogram of Boc-D-Phenylglycine manufactured on site comes from audited starting material. We occasionally reject batches with only trace off-spec results because, on a kiloscale, trace issues multiply and create unseen risk in multi-step campaigns. We document those decisions; they improve future lots.

    Reducing Common Pitfalls in Practice

    A persistent source of trouble in the field centers on incomplete solubility during peptide assembly, particularly as sequences grow in size. To address this, we continually investigate alternate grades and particle sizes. Standard practice uses a crystalline powder, but we’ve experimented with fine-milled and micronized lots, testing batch by batch whether alternating the milling technique reduces aggregation or speeds up dissolution in DMF or NMP. In most cases, chemists report smooth uptake, though we recommend gentle agitation for best results.

    Synthesizing Boc-D-Phenylglycine can generate byproducts if water levels climb, a lesson learned painfully during a humid season some years ago, when a string of batches barely met rejection threshold. Since then, we introduced sealed vessel transfers and routine Karl Fischer titration, catching water intrusion before it becomes an issue.

    Another area often overlooked is long-term storage stability. While shelf life claims can look generous on paper, we cycle older product back through stability testing, exposing it to exaggerated temperature and humidity swings. We publish those details on request, not as a marketing hook, but because we’ve seen what happens to low-grade product exposed to ambient air—discoloration, drop-off in coupling efficiency, and sometimes visible clumping.

    Support and Collaboration for Better Chemistry

    Beyond the basic technical data, we support researchers with practical advice based on hands-on synthesis work. Customers sometimes reach out with reports of challenging couplings or yield drop-offs. We don’t just ship out troubleshooting guides; our technical staff walks through side reactions observed on both scales—milligram and multi-gram—pinpointing solubility tweaks, reagent equivalents, and temperature controls that tighten up yield.

    We’ve also opened our QC lab for sample comparison studies. Where possible, we run side-by-side reactions—using industry-standard conditions—and share crude purity results. This pushes us to maintain clear communication with users, especially as peptide research evolves towards longer and more challenging sequences. Occasionally, we incorporate feedback directly, such as batch-to-batch solubility tracking or customized packaging to fit automated dispensers. These changes build trust and feed back into our internal training cycles, driving improved product for future runs.

    Collaboration with downstream users informs many process improvements. Our partners in both industrial and academic peptide facilities often describe subtle issues not captured in standard specs—minor shifts in coupling time, aggregation during solid-phase work, or cleaner product isolation during HPLC purification. We keep those insights in mind as we adjust both raw material sourcing and process steps, feeding R&D and production alike.

    Comparing Boc-D-Phenylglycine with Related Products

    As demand for custom peptides grows, choosing authentic Boc-D-Phenylglycine makes a practical difference over racemic or L-analogs. L-phenylglycine derivatives tend to yield different bioactivity profiles, and some automated synthesizers show cross-reactivity with even trace L-isomer contamination. Our own side-by-side syntheses underline these points: when chemists switch to verified D-configuration material, they often see sharper, more predictable cleavage profiles and less post-assembly troubleshooting.

    Boc-protected phenylglycine, as opposed to Fmoc- or unprotected versions, responds to cleavage and deprotection conditions in a more controlled manner. The carbamate group resists harsh acid treatment, reducing risk of premature unmasking. In our hands, Boc chemistry provides broader compatibility for protecting group strategies without excessive protecting group juggling. This shaves time from busy peptide labs, simplifying both assembly and purification.

    Some industry users approach us looking for alternatives that cross biological membranes or anchor into resin scaffolds with minimal racemization. In these cases, Boc-D-Phenylglycine retains functionality across an expanded pH window. We’ve compared D- versus L- forms in both solution and solid-phase synthesis—analyzing not just coupling ratios, but monitoring enzymatic resistance in downstream biological screening. Many teams find the D-isomer invaluable in blocking targeted proteolytic breakdown.

    Compared to substitutes like Fmoc-D-Phenylglycine or unprotected D-Phenylglycine, using Boc-D-Phenylglycine typically brings higher yields in longer-chain peptides due to better moisture tolerance during storage, as well as reduced risk of premature side chain deprotection. We have validated this by running direct synthetic trials and reporting batch yields. This experience does not translate directly to every end use, but patterns emerge clearly from dozens of controlled experiments. Peptide sequencers, especially those calibrated for Boc chemistry, run more efficiently and produce cleaner crude results.

    Future Outlook and Ongoing Improvements

    Our experience producing Boc-D-Phenylglycine has reshaped practices across sourcing, process optimization, and QC standards. As academic and pharmaceutical users set higher bars for traceability and analytical transparency, we adapt with them. Recently, requests have increased for more granular impurity profiles, alongside full-scale stability data over several years of accelerated conditions. Meeting those needs has pushed us to upgrade analytical suites, expand our documentation offerings, and maintain strong ties with key researchers. Data sharing, honest feedback, and a willingness to scrap off-spec product drive both our process and our reputation.

    Feedback loops between lab and plant floor keep the supply both steady and responsive. Technical training, regular equipment calibration, and on-the-ground input inform every new process controller setting. We take pride in the way chemists who rely on consistent Boc-D-Phenylglycine performance return to the same batches, season after season. That confidence is hard-earned, and it isn’t taken for granted as we plan each production run.

    We expect demand for D-isomer amino acids, including Boc-D-Phenylglycine, to grow as peptide-based therapeutics push further into clinical research. Staying ahead of those trends requires vigilance—a practice we refine every production cycle. Raw material changes, process updates, and emerging user preferences all funnel back into how we approach the next batch, aiming to strike the best balance between quality, cost, and delivery speed.

    Handling Boc-D-Phenylglycine day in, day out has made us acutely aware that not all reagents are created equal, especially in demanding fields like peptide synthesis. The difference comes through not just in analytical specs, but in the feedback from real-world use—summed up in cleaner couplings, higher yields, and fewer headaches for the scientists building new compounds. We take that as confirmation of work well done, and as motivation to keep improving each step in the chain.