(S)-3-(3-fluorophenyl)-5-(hydroxymethyl)oxazolidin-2-one RC00215

Manufacturer: Hangzhou Royalchem Co.,LTD.

Website:  www.cnroyalchem.com

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

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

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

Here is a detailed product description for  CAS 919081-42-8: (S)-3-(3-Fluorophenyl)-5-(hydroxymethyl)oxazolidin-2-one :

1. Chemical Identification:  *  CAS Registry Number:  919081-42-8 *  Systematic Name:  (S)-3-(3-Fluorophenyl)-5-(hydroxymethyl)oxazolidin-2-one *  Common Names/Synonyms:  * (S)-3-(3-Fluorophenyl)-5-(hydroxymethyl)oxazolidin-2-one * (S)-5-(Hydroxymethyl)-3-(3-fluorophenyl)oxazolidin-2-one * Rivaroxaban Key Chiral Intermediate * Rivaroxaban Intermediate S-isomer * (S)-Oxazolidinone intermediate for Rivaroxaban *  Molecular Formula:  C₁₀H₁₀FNO₃ *  Molecular Weight:  211.19 g/mol

2. Structural Characteristics:  *  Core Structure:  5-Membered cyclic carbamate (oxazolidin-2-one ring). *  Substituents:  * A 3-fluorophenyl group attached to the nitrogen (N3) of the oxazolidinone ring. * A hydroxymethyl group (-CH₂OH) attached to the carbon (C5) of the oxazolidinone ring. *  Stereochemistry:  Contains a single chiral center at the C5 position of the oxazolidinone ring. The compound is specified as the  (S)-enantiomer , which is the biologically relevant isomer for its primary application.

3. Physical Properties (Typical / Expected):  *  Appearance:  White to off-white crystalline powder or solid. *  Melting Point:  Typically in the range of 95-105 °C (exact value can vary slightly depending on purity and crystallization conditions). *  Solubility:  *  Soluble:  In polar organic solvents like Dichloromethane (DCM), Chloroform, Acetone, Methanol, Ethanol, Ethyl Acetate (EtOAc), Dimethylformamide (DMF), Dimethyl sulfoxide (DMSO). *  Sparingly Soluble / Insoluble:  In water and non-polar solvents like hexane or petroleum ether. *  Specific Rotation:  Exhibits optical rotation due to its chiral center. The typical value for the (S)-enantiomer is around  [α]²⁵D = +40° to +50°  (c = 1, in Methanol or Ethanol).  [Note: Exact value should be confirmed per batch analysis] . *  Hygroscopicity:  May have slight hygroscopic tendencies due to the hydroxyl group.

4. Chemical Properties:  *  Functional Groups:  Contains an oxazolidinone ring (cyclic carbamate), a secondary alcohol (hydroxymethyl), and an aryl fluoride (3-fluorophenyl). *  Reactivity:  * The secondary hydroxyl group (-CH₂OH) is the primary site for chemical modification (e.g., esterification, oxidation, substitution). * The oxazolidinone ring is generally stable but can be hydrolyzed under strongly acidic or basic conditions. * The aryl fluoride is relatively unreactive under typical conditions used for modifying the alcohol. *  Stability:  Stable under ambient conditions when stored properly. Sensitive to strong acids, strong bases, and strong oxidizing agents. Stability data should be consulted for specific storage and handling. 

5. Primary Application & Significance:  *  Key Chiral Intermediate:  This compound is a  crucial high-value intermediate  in the synthesis of the blockbuster anticoagulant drug  Rivaroxaban (Xarelto®) , a Factor Xa inhibitor. *  Role in Synthesis:  The chiral integrity at the C5 position introduced in this intermediate is essential for the biological activity of Rivaroxaban. The hydroxymethyl group (-CH₂OH) is specifically functionalized in subsequent synthetic steps to build the final Rivaroxaban molecule. The (S)-configuration is mandatory for efficacy.

6. Handling and Storage:  *  Storage:  Store in a cool, dry place. Desiccate at 2-8 °C (refrigerated) or -20 °C for long-term storage under inert atmosphere (Nitrogen or Argon) to prevent moisture absorption and potential degradation. Keep container tightly closed. *  Handling:  Handle with appropriate personal protective equipment (PPE) including gloves, safety glasses, and lab coat. Use in a well-ventilated area or fume hood. Avoid contact with skin, eyes, and clothing. Avoid creating dust. Avoid ingestion and inhalation.

7. Safety Considerations:  *  Safety Data Sheet (SDS):  A Safety Data Sheet specific to this compound from the supplier  MUST  be consulted and followed prior to handling. *  Hazards:  Hazard classification depends on the supplier and specific toxicological data. It may be classified as an irritant (skin, eyes). Dust may cause respiratory irritation. *  Precautions:  Practice good industrial hygiene. Wash hands after handling. Implement engineering controls like local exhaust ventilation.