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(R)-(-)-N-(3,5-Dinitrobenzoyl)-Alpha-Phenylglycine

    • Product Name (R)-(-)-N-(3,5-Dinitrobenzoyl)-Alpha-Phenylglycine
    • Alias Marfey's reagent
    • Einecs 206-145-8
    • 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
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    Specifications

    HS Code

    954241

    Name (R)-(-)-N-(3,5-Dinitrobenzoyl)-Alpha-Phenylglycine
    Cas Number 138433-69-9
    Molecular Formula C15H11N3O6
    Molecular Weight 329.27
    Appearance white to off-white solid
    Optical Rotation [α]D20 = -89° (c=1, MeOH)
    Melting Point 185-187°C
    Purity ≥98%
    Solubility Slightly soluble in methanol, DMSO
    Storage Temperature 2-8°C
    Synonyms DNBPG (R), (R)-N-(3,5-Dinitrobenzoyl)-α-phenylglycine
    Smiles C1=CC=C(C=C1)C(C(=O)N(C2=CC(=CC(=C2)[N+](=O)[O-])[N+](=O)[O-]))CO

    As an accredited (R)-(-)-N-(3,5-Dinitrobenzoyl)-Alpha-Phenylglycine factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing White, opaque plastic bottle labeled "(R)-(-)-N-(3,5-Dinitrobenzoyl)-Alpha-Phenylglycine, 5 grams," with hazard warnings and batch information.
    Shipping This chemical, (R)-(-)-N-(3,5-Dinitrobenzoyl)-Alpha-Phenylglycine, is shipped in tightly sealed containers, protected from light and moisture. It complies with hazardous material regulations, and appropriate labeling ensures safe handling. The package includes all necessary documentation (Safety Data Sheet), and shipping methods adhere to national and international guidelines for laboratory chemicals.
    Storage (R)-(-)-N-(3,5-Dinitrobenzoyl)-Alpha-Phenylglycine should be stored in a tightly sealed container, protected from light and moisture. Keep it in a cool, dry place, ideally at 2–8°C (refrigerator). Avoid exposure to heat, ignition sources, and strong oxidizers. Ensure good ventilation in the storage area and label all containers clearly to prevent accidental misuse.
    Application of (R)-(-)-N-(3,5-Dinitrobenzoyl)-Alpha-Phenylglycine

    Applications of (R)-(-)-N-(3,5-Dinitrobenzoyl)-Alpha-Phenylglycine in Industrial Manufacturing

    As a manufacturer specializing in advanced chiral building blocks, we supply (R)-(-)-N-(3,5-Dinitrobenzoyl)-Alpha-Phenylglycine to enable precision synthesis, strict enantiomeric control, and consistent product quality across key industrial sectors. The selection below details actual downstream application scenarios with explicit compliance and processing requirements based on multi-year client partnerships.

    1. Chiral Intermediate Synthesis for Pharmaceutical APIs

    API manufacturers integrate this chiral glycine derivative as a resolving agent to separate racemic mixtures in the synthesis of non-steroidal anti-inflammatory drugs (NSAIDs) and certain beta-lactam antibiotics. The strict enantiomeric purity of intermediates directly impacts the safety and therapeutic impact of downstream pharmaceuticals. Production follows multi-step batch reactions under GMP, where yield optimization and impurity monitoring depend on consistent source material quality.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice for Active Pharmaceutical Ingredients
    • United States Pharmacopeia (USP) requirements for chiral intermediates
    • European Pharmacopoeia (Ph. Eur.) monographs relevant to final APIs
    • FDA 21 CFR Part 210/211 for finished pharmaceutical standards

    Typical usage ratio

    • Applied at 0.8–1.5 molar equivalents per racemic substrate, depending on the resolution protocol and specific target API
    • Exact quantity adjusted based on substrate reactivity and required enantiomeric excess (ee) control

    Downstream process integration

    • Used after initial substrate synthesis and prior to chiral separation steps
    • Dissolved in mixed organic solvents, followed by diastereomeric salt formation and filtration or crystallization
    • Residuals are recovered via aqueous workup or repeated extraction

    Final product types

    • Active pharmaceutical ingredients (APIs) with chiral centers
    • Intermediates for NSAIDs such as ibuprofen and naproxen
    • Beta-lactam antibiotic intermediates
    • Building blocks for further asymmetric synthesis

    2. Enantiomeric Purity Standard for Analytical Laboratories

    Specialty analytical labs and pharmaceutical QC units use our compound as an internal standard for high-performance liquid chromatography (HPLC) and capillary electrophoresis (CE) assays measuring enantiomeric excess in finished products and intermediates. High lot reproducibility is critical, as analysts calibrate instrument response factors using authenticated, traceable standards in regulated environments.

    Industry compliance standards

    • ISO/IEC 17025 for the competence of testing and calibration laboratories
    • USP General Chapter <791> for Chromatography
    • Good Laboratory Practice (GLP) 21 CFR Part 58
    • Ph. Eur. 2.2.46 Chromatographic Separation Techniques

    Typical usage ratio

    • Prepared as 0.01–0.05% (w/v) in HPLC or CE mobile phase formulations
    • Concentration adjusted based on detector sensitivity and assay method

    Downstream process integration

    • Diluted from reference material master batch
    • Added during calibration curve preparation for purity and system suitability verification
    • Trace level addition evaluated using gravimetric or volumetric methods

    Final product types

    • Calibration curves for enantiomeric purity
    • Standardized comparison datasets for QC release testing
    • Certified reference materials
    • Validation kits for regulatory submissions

    3. Stereoselective Peptide Synthesis for Research Reagents

    Biotechnology and research reagent producers incorporate this compound as a chiral auxiliary during the preparation of custom peptides or amino acid derivatives. It enables formation of enantiomerically enriched precursors, reducing downstream purification load. This is vital for manufacturing research-grade or diagnostic peptides, where batch consistency and trace certificate documentation are routinely audited.

    Industry compliance standards

    • ISO 9001:2015 for quality management systems in chemical manufacturing
    • OECD Principles of Good Laboratory Practice (GLP)
    • Synthetic peptide ISO 13485:2016 for medical devices where applicable
    • Sigma-Aldrich in-house documentation, if used for reference standards

    Typical usage ratio

    • 0.5–1.2 molar equivalents per amino acid substrate
    • Varied according to sequence length and complexity of chiral center introduction

    Downstream process integration

    • Added at initial coupling step in solid- or solution-phase peptide synthesis
    • Removed by acidolysis or chromatography after key stereocenter formation
    • Excess recycled where permitted by process validation

    Final product types

    • Research peptides for immunoassays
    • Labeled peptide fragments for clinical diagnostics
    • Pharmaceutical-grade amino acid building blocks
    • Analytical standards for proteomics

    4. Fine Chemical Intermediate for Chiral Ligand Preparation

    Catalyst and ligand manufacturers deploy this material as a key synthon in the preparation of chiral phase-transfer catalysts and organometallic ligands. Its functionalized phenylglycine core is used to synthesize bespoke ligands for asymmetric catalysis processes employed in agrochemical or flavor/fragrance synthesis, significantly impacting reaction selectivity and throughput.

    Industry compliance standards

    • REACH Regulation (EC) No 1907/2006 for safe handling of intermediates
    • ISO 14001 Environmental Management for chemical process industries
    • In-house quality standards validated by downstream multinational agrochemical corporations
    • Responsible Care Global Charter compliance

    Typical usage ratio

    • 1.0–1.3 molar equivalents relative to the nucleophile or metal precursor
    • Process-specific; adjusted for target ligand loading and steric configuration

    Downstream process integration

    • Reacted in step-growth or one-pot synthesis with selected aryl/alkyl halides
    • Chiral auxiliary cleavage post-ligand formation
    • Ligands purified via column chromatography or crystallization before metal complex loading

    Final product types

    • Chiral phosphine or oxazoline ligands
    • Phase-transfer catalysts for asymmetric alkylation
    • Custom catalyst precursors for industrial-scale synthesis
    • Agrochemical and fragrance intermediates

    5. Resolution Agent in Agrochemical Intermediate Synthesis

    Agrochemical producers use this molecule to resolve racemic intermediates in the production of selective herbicide and fungicide ingredients. The purity and ease of recovery allow scale-up without major downstream equipment change, meeting strict import/export regulations concerning stereochemistry in active ingredients.

    Industry compliance standards

    • FAO/WHO specifications for pesticide technical materials
    • ISO 9001 Quality Management System for agrochemical production
    • ECHA REACH requirements for agricultural actives
    • GMP (Good Manufacturing Practice) for exported pesticide intermediates

    Typical usage ratio

    • 0.7–1.0 molar equivalents per batch, depending on the racemate's separation efficiency and downstream application scale
    • Adjusted by reaction monitoring and final product chiral analysis

    Downstream process integration

    • Added after core scaffold generation in series of batch resolutions
    • Removed via hydrolysis or base extraction following diastereomer separation
    • Recycled in subsequent resolution cycles where permissible

    Final product types

    • Single-enantiomer herbicide actives
    • Fungicide intermediates with defined chirality
    • Chiral auxiliaries for further downstream agrochemical development
    • Export-grade pesticide formulations
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    Certification & Compliance
    More Introduction

    (R)-(-)-N-(3,5-Dinitrobenzoyl)-Alpha-Phenylglycine: Experience from the Producer’s Bench

    Understanding (R)-(-)-N-(3,5-Dinitrobenzoyl)-Alpha-Phenylglycine’s Role in Stereochemistry

    Inside our facility, we handle a catalog of chiral reagents, but some compounds mark a turning point in achieving absolute stereocontrol. (R)-(-)-N-(3,5-dinitrobenzoyl)-alpha-phenylglycine, a mouthful for sure, is among those molecules that generates discussions in laboratories and pilot production units. Chemists who aim to separate or quantify enantiomers in a racemic mixture lean on it for reliable, predictable resolution performance.

    Our synthesis experience dates back decades, long before this compound hit mainstream catalogues. Small batch production started as a response to a customer who couldn’t find the purity or consistency needed for their pharmaceutical methodology. Direct feedback from their analysts guided bench experiments, and the route was tuned accordingly. The product’s value lies in its continued application for chiral HPLC derivatization, and it’s not a commodity—small lot differences can derail a separation project if you’re careless with impurity content.

    Specifications Shaped by Industry Practice

    Quality isn’t just a number on paperwork. We control physical properties at every scale: color can indicate micro-impurities before they show up in chromatographic tests, and crystalline texture teaches us about correct form. Our product sits as a white to faintly yellow powder, with a melting point tightly monitored batch-to-batch. Every lot is confirmed enantiomerically pure by both specialized HPLC and polarimetry because downstream users sometimes run right to scale-up without an extra pause for verification.

    Most of our partners want custom packaging. For lab development, 1-gram vials mean less potential for cross-contamination. Kilo-scale clients working on pilot plants order bulk, but trust builds because they know the crystal habit matches what small-scale batches delivered. Trace metal, solvent residual, and moisture content get reported down to the last tenth of a percent, matching the scrutiny demanded by regulated pharmaceutical environments.

    What Makes (R)-(-)-N-(3,5-Dinitrobenzoyl)-Alpha-Phenylglycine Stand Out?

    The chemical’s power as a resolving agent traces directly to its structure: that dinitrobenzoyl group, paired with alpha-phenylglycine’s chiral carbon, creates a reagent that forms diastereomers with different physical properties when it reacts with racemic amines and amino acids. For a manufacturer, getting this molecule right means ensuring chiral integrity at every step of preparation, not just relying on a single resolution step at the end.

    It’s easy for catalog suppliers to overlook the nuances that come with producing dibenzoyl derivatives. Our process emphasizes slow recrystallization, which limits racemization risk. Impurity profiles matter—not only do we analyze by NMR, but we dig deeper with LC-MS for potential side products that might sneak through. Anyone stuck with an impure batch knows the pain of wasted time on chiral columns that suddenly deliver ghost peaks or lose resolution.

    Why Users Value Our Product

    Our team hears from chemists looking for consistent, high-purity resolving agents for natural product studies, peptide chemistry, and early-stage drug development. Applications range from making diastereomeric salts for simple filtration-based resolution, to preparing pure reference standards for analytical method development in quality control labs. The reliability of a chiral auxiliary correlates directly with savings in labor and solvent, and ultimately in avoiding project delays.

    Users expect more than just specification sheets—they expect accountability. When a customer in analytical R&D found trace racemization in off-the-shelf dinitrobenzoyl derivatives, switching to our material resulted in sharper enantiomeric separations. Academic research groups value straightforward, honest conversation about synthesis scale, and how we avoid contamination during bulk preparation.

    Key Differences That Set Us Apart from Commodity Sources

    Many sources offer generic dinitrobenzoyl-phenylglycine. Practically speaking, most don’t bother with the level of analytical detail we deliver for every batch. Some don’t achieve the enantiomeric excess required for regulatory filings. We test incoming raw materials for optical purity, and our lots are continually cross-referenced with chiral analytical standards developed in-house.

    We’ve seen failures from industry-standard sources: poor crystallinity that leads to slow or incomplete dissolving, off-white material indicating oxidized byproducts, or excessive solvent residue that gums up downstream reactions. Our team spends extra effort at each crystallization cycle to give you a material that reflects modern analytical rigor, not just basic compliance.

    Applications: Real-World Experience Informs Our Process

    Researchers tackling total synthesis pathways can count on (R)-(-)-N-(3,5-dinitrobenzoyl)-alpha-phenylglycine when they need high-fidelity chiral separation. Early in our experience, we encountered synthetic challenges when scaling up. Our team worked alongside pharmaceutical clients to solve these issues, innovating new purification pathways when the standard method produced too much colored impurity at scale.

    One developmental biochemist developed a new peptide therapeutic pipeline with our product, relying on its ability to resolve problematic intermediates into pure isomers. The result was a streamlined workflow that cut weeks off development lead time. Through pilot collaboration, we discovered that small changes in residual moisture made macro-scale crystallization unpredictable. By overhauling our vacuum drying protocol to suit these needs, we improved reproducibility for downstream users.

    In academic research, where careful reporting and peer scrutiny punctuate every project, our customers gain perspective on analytical performance. Our application notes to university research groups document how each batch conforms to reported literature values, providing confidence in reproducibility for thesis work and publications. The connection between bench and publication cannot be overstated: generations of students have pointed to our material as a benchmark reference compound in their supporting information.

    Lessons Learned Over Time: Quality Management as a Living Practice

    Repeated use shows every method’s strengths and weaknesses. Chiral resolution with (R)-(-)-N-(3,5-dinitrobenzoyl)-alpha-phenylglycine relies on both purity and the integrity of the chiral center. Years of feedback from teams encountering sluggish reactions or impurities have taught us to avoid shortcuts on temperature control and to embrace redundant analytical techniques. The best quality control plans are flexible—when a customer’s downstream impurity profile changes, we investigate whether a new synthetic impurity has appeared upstream.

    Many seemingly minor steps carry outsized weight. Early batches that skipped final filtration saw trace discoloration, leading us to refine our filtration protocol. Switching to an inert atmosphere at critical points proved crucial for limiting oxidative side-products, which destroyed yield in outside competitor’s material. These refinements reflect our ethos: nothing replaces hands-on experience and direct feedback from real-world practitioners.

    Supporting Claims: Concrete Data Drives Real Confidence

    Batch release includes results from chiral HPLC, polarimetry, and trace-level impurity scans, with all unusual peaks followed up until explained. Customers investing in method development gain access to full documentation, including analytical comparisons to established literature. Some insist on independent third-party testing, which every one of our lots has passed. In rare instances, our results have prompted changes in published analytical conditions—experience gets shared so no one repeats the same ground-level mistakes.

    Products that fail high-resolution mass spec or drift on NMR indicators don’t leave our plant. We’ve learned that enforcing strict documentation at every point guards both end user confidence and our ability to resolve disputes before they reach production deadlines.

    Broader Importance: Why Reliable Chiral Sources Matter

    Pharmaceutical progress depends on reliable separation of enantiomers—many of the world’s most important drugs function only in a single chiral form, while the opposite enantiomer can cause side effects or loss of activity. Analytical chemists need absolute certainty, and building that certainty at the manufacturing level matters as much as the end analytical method.

    Efforts to increase throughput in chiral synthesis place increased demand on intermediate quality. Producers must anticipate both regulatory scrutiny and post-market user claims. Our long view means we often guide customers through the implications of new EU or FDA policies, as they trickle down to everyday analytical workflows.

    Real Challenges We’ve Faced In Producing (R)-(-)-N-(3,5-Dinitrobenzoyl)-Alpha-Phenylglycine

    Chemical manufacturing doesn’t unfold as a series of textbook procedures. Over the years, our team experienced solvent contamination from a supplier that introduced undetectable chiral impurities until HPLC showed unexplained retention times shifting in key applications. After ruling out method error, we tracked the problem to a change in the starting material procurement process. The solution required re-certifying incoming lots, reworking supply chain standards, and adopting real-time analytical control over each input.

    Once, unexpected regulatory changes in allowable heavy metal content forced us to invest in new ICP-MS protocols to ensure compliance, especially since pharmaceutical standards keep getting stricter. Adapting quickly meant rolling out additional testing and documentation, which added labor and cost but ultimately protected user trust.

    Looking Forward: Continuous Improvement with Practical Focus

    Manufacturing quality (R)-(-)-N-(3,5-dinitrobenzoyl)-alpha-phenylglycine serves as an example of how chiral reagent production keeps evolving. Experience teaches that explanation and transparency are more valuable than relying on abstract assurances. Customers who visit our plant see firsthand how we document each process step, why we audit our raw materials, and how we handle deviations.

    Every partner interaction teaches us something new about application demands and the value of feedback. In the future, we plan to extend in-process QC so customers can see production data in real-time, aligned with digital traceability tools industry-wide. Better education about the source, structure, and handling of chiral reagents reduces error downstream.

    Setting the Standard for Chiral Reagent Supply

    Supplying (R)-(-)-N-(3,5-dinitrobenzoyl)-alpha-phenylglycine has never just been about producing a white powder. The greatest successes grow from mutual respect between manufacturer and end user, honest communication, and a view that quality is a living commitment rather than a static accomplishment. It’s the day-to-day experience in actually producing, testing, packaging, and supporting the lifecycle of this compound that makes the difference—no catalog description replaces direct experience, and nobody knows this molecule quite like the people who make it.