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Understanding (S)-3-Hydroxypyrrolidine Hydrochloride: Properties and Synthesis

For chemists and pharmaceutical professionals, a thorough understanding of key chemical intermediates is vital for successful synthesis and product development. (S)-3-Hydroxypyrrolidine Hydrochloride (CAS 122536-94-1) is one such compound, widely recognized for its utility in producing important active pharmaceutical ingredients (APIs). This article explores its fundamental chemical properties and common synthesis routes.

Chemical Identity and Key Properties

(S)-3-Hydroxypyrrolidine Hydrochloride is a chiral organic compound with the molecular formula C4H10ClNO and a molecular weight of 123.58. As a hydrochloride salt, it typically presents as a white powder. Key physical and chemical characteristics include:

  • Melting Point: 104-107°C
  • Boiling Point: Approximately 224.7°C at 760 mmHg
  • Flash Point: 105.8°C
  • Solubility: Sparingly soluble in DMSO, slightly soluble in methanol.
  • Specific Rotation: Typically between +6.8° and +8.0°, confirming its (S) stereochemistry.

These properties make it amenable to various chemical reactions and purification processes.

Synthesis Pathways for (S)-3-Hydroxypyrrolidine Hydrochloride

The synthesis of enantiomerically pure intermediates like (S)-3-Hydroxypyrrolidine Hydrochloride often involves multi-step processes. One common approach starts with readily available chiral precursors. A typical synthesis might involve the cyclization and subsequent reduction of a suitable starting material, such as a derivative of L-malic acid or 4-amino-(S)-2-hydroxybutyric acid. The final step usually involves treatment with hydrochloric acid to form the stable hydrochloride salt.

For instance, a documented synthesis route involves the catalytic hydrogenation of a protected precursor, followed by deprotection and salt formation. Methods often aim for high yields and excellent enantiomeric excess, crucial for pharmaceutical applications. Understanding these synthesis routes helps researchers and procurement specialists appreciate the complexity and quality assurance involved when they buy this compound.

Applications and Importance in Pharmaceutical Manufacturing

The primary application of (S)-3-Hydroxypyrrolidine Hydrochloride is as an intermediate for APIs like Darifenacin hydrobromide, used in treating overactive bladder. Its chiral nature is essential for the biological activity of the final drug. Therefore, securing a consistent supply of high-purity material from reputable manufacturers is vital for drug production timelines and quality.

Conclusion

Understanding the chemical properties and synthesis of (S)-3-Hydroxypyrrolidine Hydrochloride provides valuable insight for anyone involved in pharmaceutical R&D or procurement. Its precise specifications and synthesis pathways underscore the importance of sourcing from experienced and quality-focused manufacturers. We are proud to be a supplier of this critical intermediate, offering both quality and reliability.

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