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(3R,4S)-4-Phenylpyrrolidine-3-Carboxylic Acid

    • Product Name (3R,4S)-4-Phenylpyrrolidine-3-Carboxylic Acid
    • Alias (R,S)-PPCA
    • Einecs 68444-99-1
    • 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

    970493

    Iupac Name (3R,4S)-4-Phenylpyrrolidine-3-carboxylic acid
    Molecular Formula C11H13NO2
    Molar Mass 191.23 g/mol
    Cas Number 218156-99-7
    Appearance White to off-white solid
    Purity Typically ≥98% (supplier dependent)
    Solubility Slightly soluble in water; soluble in organic solvents such as methanol and DMSO
    Smiles C1CN[C@@H](C1C(=O)O)[C@H]2CC=CC=C2
    Inchi InChI=1S/C11H13NO2/c13-11(14)9-7-12-8-10(9)6-4-2-1-3-5-6/h1-5,9-10,12H,7-8H2,(H,13,14)/t9-,10+
    Chirality (3R,4S) configuration
    Storage Conditions Store at 2-8°C, protected from light and moisture
    Boiling Point Decomposes before boiling
    Synonyms cis-4-Phenyl-L-proline

    As an accredited (3R,4S)-4-Phenylpyrrolidine-3-Carboxylic Acid factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing The product is supplied in a sealed amber glass vial containing 1 gram of (3R,4S)-4-Phenylpyrrolidine-3-Carboxylic Acid, labeled for research use.
    Shipping (3R,4S)-4-Phenylpyrrolidine-3-Carboxylic Acid is shipped in secure, sealed containers to prevent contamination and degradation. Transport occurs under ambient temperature unless otherwise specified, complying with relevant chemical handling and safety regulations. Each package includes proper labeling, documentation, and hazard identification per international shipping standards.
    Storage Store **(3R,4S)-4-Phenylpyrrolidine-3-carboxylic acid** in a tightly sealed container, protected from light and moisture. Keep at room temperature (20–25°C) in a cool, dry, and well-ventilated area away from incompatible materials such as strong oxidizing agents. Always follow standard laboratory storage protocols and consult the safety data sheet (SDS) for specific handling and disposal guidelines.
    Application of (3R,4S)-4-Phenylpyrrolidine-3-Carboxylic Acid

    Applications of (3R,4S)-4-Phenylpyrrolidine-3-Carboxylic Acid in Industrial Manufacturing

    As a dedicated producer, our (3R,4S)-4-Phenylpyrrolidine-3-Carboxylic Acid supports advanced downstream manufacturing, particularly in the pharmaceutical, fine chemical, and intermediate synthesis sectors. Below, we outline key industrial applications and integration practices for our material across major segments.

    1. Chiral Pharmaceutical Intermediate for Antipsychotic APIs

    (3R,4S)-4-Phenylpyrrolidine-3-Carboxylic Acid serves as a building block for chiral pharmaceutical intermediates, particularly in the synthesis of certain antipsychotic active pharmaceutical ingredients. Manufacturers apply this enantiomerically pure acid during multi-step syntheses, where precise stereochemistry is critical. The carboxylic acid group undergoes amide bond formation or reductive amination, contributing to the final drug’s bioactivity. Controlled addition in GMP-compliant settings ensures traceability from raw material receiving through final API purification.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice Guidance for Active Pharmaceutical Ingredients
    • EU EudraLex Volume 4 Part II for APIs
    • USP-NF Monograph reference for relevant APIs
    • FDA 21 CFR Part 211 for Finished Pharmaceuticals

    Typical usage ratio

    • 0.2–1.1 molar equivalents relative to the main amine coupling agent, optimized for reaction step and target yield

    Downstream process integration

    • Charged after primary amine source, often dissolved in acetonitrile or DMF under nitrogen atmosphere during the amidation or Reductive amination stages

    Final product types

    • Quetiapine fumarate API
    • Other chiral antipsychotic bulk APIs
    • Pharmaceutical intermediate batches
    • Reference standards for chiral purity analysis

    2. Stereoselective Catalyst Production for Asymmetric Hydrogenation

    This compound provides a chiral ligand skeleton in the formulation of homogeneous catalysts used in asymmetric hydrogenation reactions. Catalysts manufactured with this ligand enable downstream users to achieve high enantioselectivity during synthesis of advanced pharmaceutical and agrochemical intermediates. Process engineers incorporate the acid by forming amide- or ester-linked ligands, which are complexed with transition metals like rhodium or ruthenium under inert conditions.

    Industry compliance standards

    • ISO 9001:2015 Quality Management for Catalysts Manufacturing
    • REACH Regulation (EC 1907/2006) for chemical safety
    • Responsible Care® Product Safety Code
    • Custom Standard Operation Procedures (SOPs) for stereoselective catalyst synthesis

    Typical usage ratio

    • 0.95–1.05 molar ratio relative to metal precursor, adjusted based on ligand coordination requirements

    Downstream process integration

    • Integrated in situ with metal salts after solvent preparation and before catalyst complexation for ligand-metal assembly

    Final product types

    • Chiral rhodium-based catalysts
    • Ruthenium complexes for fine chemical synthesis
    • Biotechnology-grade asymmetric hydrogenation catalysts
    • Packaged catalyst kits for pilot and commercial batches

    3. Key Starting Material for Specialty Peptide Synthesis

    The acid finds use as a protected amino acid analog in the manufacture of specialty peptides, relevant in both pharmaceutical research and peptide-based diagnostics. During solid-phase peptide synthesis (SPPS) or solution-phase work, chemists introduce the compound as a building block to impart rigidity or bioactive conformations. Manufacturer’s quality control ensures strict stereochemical fidelity, minimizing racemization and impurities.

    Industry compliance standards

    • Ph. Eur. 2.6.30 Peptide mapping standard
    • USP <1045> Biotechnology-derived Articles
    • ISO 13485 for Medical Device Peptide Components (where applicable)
    • GMP Annex 1 peptide substance requirements

    Typical usage ratio

    • 5–18% w/w of total amino acid pool in the peptide chain, based on targeted insertion points

    Downstream process integration

    • Loaded onto resin or added in coupling step after N-terminal deprotection, using DIC/HOBt activation in peptide synthesizers

    Final product types

    • Bioactive therapeutic peptides
    • Diagnostic and research-grade peptides
    • Peptidomimetic reference standards
    • Precursor peptides for combinatorial libraries

    4. Precursor for Advanced Agrochemical Synthesis

    Industrial agrochemical producers leverage the compound as a chiral starting material for targeted synthesis of advanced pesticide and fungicide intermediates. The acid reacts with alcohols, amines, or activated aromatic compounds during heterocycle formation or chain extension. Product traceability and EU chemical safety protocols govern all steps from raw material storage to final blending and formulation.

    Industry compliance standards

    • EU Regulation (EC) No 1107/2009 Plant Protection Products
    • FAO/WHO Good Laboratory Practice for Pesticide Manufacturing
    • OECD Principles of Good Laboratory Practice (GLP)
    • REACH and CLP (Classification, Labelling and Packaging) Regulation

    Typical usage ratio

    • 0.5–2.5 molar ratios, variable according to targeted downstream intermediate molecular complexity

    Downstream process integration

    • Introduced after protection/deprotection of functional groups; used in Suzuki couplings, alkylation, or amidation within multi-step synthetic pathways

    Final product types

    • Chiral fungicide intermediates
    • Insecticide precursor compounds
    • Processed agrochemical intermediates for formulation
    • Active ingredient batch reference materials

    5. Fine Chemical Synthesis for Chiral, Non-Racemic Pyrrolidine Derivatives

    Specialty chemical manufacturers integrate this chiral carboxylic acid as a starting substrate for preparing functionalized 4-phenylpyrrolidine derivatives. Targeted applications include ligands for polymerization, small-molecule sensors, and enantioenriched flavor or fragrance precursors. The material enters high-value synthesis lines under ISO-controlled conditions, with strict monitoring of isomeric and enantiomeric purity post-reaction.

    Industry compliance standards

    • ISO 9001 certified custom synthesis operations
    • REACH substance registration and notification for specialty chemicals
    • In-house Standard Analytical Methods (NMR, HPLC, GC-MS) for QC release
    • Applicable National Inventory Registration (TSCA, EINECS, etc.)

    Typical usage ratio

    • 10–50 mmol per batch reaction, final addition determined by molecular target and downstream modification plan

    Downstream process integration

    • Added in first synthetic stage; participates in protection, reduction, and subsequent cross-coupling steps

    Final product types

    • Chiral pyrrolidine specialty intermediates
    • Polymer ligand structures
    • Sensor and probe molecules for research use
    • Flavour and fragrance chiral keynotes
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