(3aR,4S,6R,6aS)-6-[[5-Amino-6-chloro-2-(propylthio)-4-pyrimidinyl]amino]tetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-ol RC00239

Manufacturer: Hangzhou Royalchem Co.,LTD.

Website:   www.cnroyalchem.com

【 Providing a complete set of intermediates and impurities for Ticagrelor 】

【 Providing a complete set of intermediates and impurities for Ticagrelor 】

【 Providing a complete set of intermediates and impurities for Ticagrelor 】

Here is a detailed product description for  220241-60-1 (3aR,4S,6R,6aS)-6-[[5-Amino-6-chloro-2-(propylthio)-4-pyrimidinyl]amino]tetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-ol :

1. Chemical Identification  *  CAS Registry Number:  220241-60-1 *  Systematic Name:  (3aR,4S,6R,6aS)-6-[[5-Amino-6-chloro-2-(propylthio)-4-pyrimidinyl]amino]tetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-ol *  Synonyms:  Commonly referred to by its systematic name or CAS RN. May have internal research codes from specific manufacturers. *  Molecular Formula:  C₁₆H₂₄ClN₅O₃S *  Molecular Weight:  401.91 g/mol *  Structure:  A complex molecule consisting of: * A  cyclopentane ring  fused to a  1,3-dioxolane ring  (specifically, a tetrahydro-4H-cyclopenta-1,3-dioxolane core). * Two  geminal methyl groups  (2,2-dimethyl) on the dioxolane ring. * A  hydroxyl group  (-OH) at position 4 of the cyclopentane ring. * An  amino group  (-NH₂) at position 5 of the pyrimidine ring. * A  chlorine atom  (-Cl) at position 6 of the pyrimidine ring. * A  propylthioether group  (-S-CH₂-CH₂-CH₃) at position 2 of the pyrimidine ring. * An  amino bridge  (-NH-) connecting the anomeric carbon (position 6) of the cyclopentane-dioxolane system to position 4 of the pyrimidine ring. *  Stereochemistry:  Defined chiral centers at positions 3a, 4, 6, and 6a with specified absolute configurations:  (3aR,4S,6R,6aS) . This indicates a single, specific diastereomer.

2. Structural Characteristics  *  Core System:  Modified  cyclopentyl  sugar analog protected as a  1,3-dioxolane ketal  (acetonide). This protection stabilizes the diol and defines stereochemistry. *  Aglycone:  Highly substituted 4-aminopyrimidine moiety featuring: * Electron-donating amino group at C5. * Electron-withdrawing chlorine at C6. * Propylthioether at C2 (a potential leaving group or modulator of lipophilicity/binding). *  Glycosidic Linkage:  A secondary amine (N-glycosidic bond) connecting the "anomeric" carbon (C6) of the carbocyclic sugar mimic to the C4 of the pyrimidine base. *  Functional Groups:  Secondary alcohol (-OH), secondary amine (-NH-), primary amine (-NH₂), chloro (Cl), thioether (S-alkyl), acetal (dioxolane).

3. Physical and Chemical Properties (Typical/Expected)  *  Appearance:  White to off-white solid (powder or crystalline). *  Solubility:  Likely soluble in polar organic solvents (e.g., DMSO, DMF, methanol, ethanol, acetonitrile). Limited solubility in water. Solubility in chlorinated solvents (DCM, chloroform) or ethyl acetate is probable but should be tested. *  Stability:  *  Moisture/Hydrolysis:  The 1,3-dioxolane (acetonide) protecting group is stable to base but can be hydrolyzed by  strong aqueous acid . The compound should be protected from prolonged exposure to moisture, especially acidic conditions. *  Oxidation:  The thioether (-S-propyl) may be susceptible to oxidation over time, forming sulfoxide or sulfone, particularly in the presence of air/oxidants. Store under inert atmosphere. *  Thermal/General:  Standard organic compound stability. Store cool/dry. The beta-hydroxyamine structure adjacent to the acetal might have specific stability considerations. *  Spectral Data:  Identity is confirmed by NMR (¹H, ¹³C), LC-MS, and IR spectroscopy, consistent with the assigned structure and stereochemistry. *  Purity:  Typically supplied at ≥95% purity (determined by HPLC or NMR). Chiral purity is inherent due to defined stereochemistry.

4. Handling and Storage  *  Storage Conditions:  Store at  -20°C or below . Protect from light. Store under an  inert atmosphere  (e.g., Nitrogen, Argon) to minimize oxidation and moisture uptake. Keep container tightly sealed. *  Stability Considerations:  Avoid exposure to strong acids, strong bases, and oxidizing agents. Handle in a well-ventilated fume hood using standard laboratory safety practices. *  Handling Precautions:  Use appropriate personal protective equipment (PPE) including lab coat, safety glasses, and gloves. Avoid inhalation of dust and contact with skin or eyes.

5. Applications  *  Primary Use:   Research and Development Chemical.  *  Application Area:   Pharmaceutical Intermediates / Medicinal Chemistry.  *  Context:  This compound is a sophisticated, stereochemically defined  nucleoside analog precursor  or  modified nucleobase derivative . * The cyclopenta-1,3-dioxolane core mimics the ribose sugar ring found in natural nucleosides, locked in a specific conformation by the acetonide and the fused cyclopentane. * The 5-amino-6-chloro-2-alkylthiopyrimidine moiety is a common pharmacophore found in antiviral and anticancer nucleoside analogs (e.g., related to Lamivudine analogs, kinase inhibitors). *  Specific Role:  It is primarily used as a  key synthetic intermediate  in the research-scale synthesis of potential therapeutic agents targeting: * Viral polymerases (e.g., for HIV, HBV, HCV). * Cellular kinases. * Other enzymes utilizing nucleosides/nucleotides as substrates or inhibitors. *  Status:  Not intended for diagnostic, therapeutic, or consumer use.  For research use only.

6. Safety Information (General - Specific SDS Required)  *  Hazard Classification:  Not fully characterized. Treat as potentially hazardous. *  Potential Hazards:  May be harmful if swallowed, inhaled, or absorbed through skin. May cause eye or skin irritation. Dust may form explosive mixtures with air. *  Precautionary Statements:  P261 (Avoid breathing dust/fume/gas/mist/vapours/spray), P264 (Wash hands thoroughly after handling), P271 (Use only outdoors or in a well-ventilated area), P280 (Wear protective gloves/protective clothing/eye protection/face protection), P302+P352 (IF ON SKIN: Wash with plenty of water), P304+P340 (IF INHALED: Remove person to fresh air and keep comfortable for breathing), P305+P351+P338 (IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do. Continue rinsing), P312 (Call a POISON CENTER or doctor/physician if you feel unwell), P332+P313 (If skin irritation occurs: Get medical advice/attention), P337+P313 (If eye irritation persists: Get medical advice/attention), P362 (Take off contaminated clothing and wash before reuse), P403+P233 (Store in a well-ventilated place. Keep container tightly closed), P405 (Store locked up), P501 (Dispose of contents/container in accordance with local/regional/national/international regulations). *  First Aid Measures:  Follow standard procedures for chemical exposure (flush eyes/skin with water, move to fresh air, seek medical attention). Consult Safety Data Sheet (SDS) for specific compound hazards and first aid.