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• 2. Emerging investigator series: kinetics of diopside reactivity for carbon mineralization in mafic–ultramafic rocks
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• 4. Emerging investigator series: first-principles and thermodynamics comparison of compositionally-tuned delafossites: cation release from the (001) surface of complex metal oxides?
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• 5. Exciting clusters, what does off-resonance actually mean??
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• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Pyrrolidines N-alkylpyrrolidines

(S)-1-Methyl-2-pyrrolidineethanol (CAS No. 61810-78-4): A Comprehensive Overview

(S)-1-Methyl-2-pyrrolidineethanol (CAS No. 61810-78-4) is a chiral compound that has garnered significant attention in the fields of organic chemistry, pharmaceutical research, and medicinal chemistry. This compound, also known as (S)-MPE, is a member of the pyrrolidine family and is characterized by its unique structural features and potential biological activities. This comprehensive overview aims to provide an in-depth understanding of (S)-1-Methyl-2-pyrrolidineethanol, including its chemical properties, synthesis methods, biological applications, and recent research advancements.

Chemical Properties and Structure

(S)-1-Methyl-2-pyrrolidineethanol is a chiral molecule with the molecular formula C₇H₁₅NO₂. It consists of a pyrrolidine ring attached to an ethanol group, with a methyl group substituent on the nitrogen atom. The chiral center at the nitrogen atom imparts enantiomeric specificity to the molecule, which is crucial for its biological activities. The compound has a molecular weight of approximately 145.20 g/mol and is typically synthesized as a white crystalline solid.

The physical properties of (S)-1-Methyl-2-pyrrolidineethanol include a melting point of around 65-67°C and a boiling point of approximately 195°C. It is soluble in common organic solvents such as methanol, ethanol, and acetone but has limited solubility in water. These properties make it suitable for various applications in both laboratory and industrial settings.

Synthesis Methods

The synthesis of (S)-1-Methyl-2-pyrrolidineethanol can be achieved through several routes, each with its own advantages and challenges. One common method involves the asymmetric hydrogenation of a prochiral ketone precursor followed by reduction and functional group manipulation. Another approach involves the use of chiral auxiliaries or catalysts to control the stereochemistry during synthesis.

A recent study published in the Journal of Organic Chemistry reported a novel method for the enantioselective synthesis of (S)-1-Methyl-2-pyrrolidineethanol using a chiral phosphoric acid catalyst. This method not only improved the yield but also enhanced the enantiomeric purity, making it a promising approach for large-scale production.

Biological Applications

(S)-1-Methyl-2-pyrrolidineethanol has shown potential in various biological applications due to its unique structural features and chiral nature. One of the most significant areas of research is its role as an intermediate in the synthesis of pharmaceutical compounds. For example, it has been used as a building block in the development of drugs targeting neurological disorders such as Parkinson's disease and Alzheimer's disease.

A study published in the Journal of Medicinal Chemistry explored the use of (S)-1-Methyl-2-pyrrolidineethanol as a key intermediate in the synthesis of novel acetylcholinesterase inhibitors. These inhibitors have shown promise in improving cognitive function in animal models, highlighting the potential therapeutic applications of this compound.

Recent Research Advancements

The field of medicinal chemistry continues to advance our understanding of (S)-1-Methyl-2-pyrrolidineethanol. Recent research has focused on optimizing its synthetic routes to improve yield and enantiomeric purity while reducing costs and environmental impact. For instance, a study published in Green Chemistry described an eco-friendly method for synthesizing (S)-1-Methyl-2-pyrrolidineethanol using biocatalysts derived from microorganisms.

In addition to its role as an intermediate, there is growing interest in exploring the direct biological activities of (S)-1-Methyl-2-pyrrolidineethanol. A recent paper in Bioorganic & Medicinal Chemistry Letters reported that this compound exhibits potent anti-inflammatory properties by inhibiting key enzymes involved in inflammation pathways. This finding opens up new avenues for its use as a therapeutic agent or lead compound for drug discovery.

Safety Considerations and Regulatory Status

While (S)-1-Methyl-2-pyrrolidineethanol is generally considered safe for laboratory use when proper handling protocols are followed, it is important to adhere to standard safety guidelines to minimize risks. This includes wearing appropriate personal protective equipment (PPE) such as gloves and goggles, working in well-ventilated areas, and storing the compound securely.

The regulatory status of (S)-1-Methyl-2-pyrrolidineethanol varies by country but generally follows guidelines set by organizations such as the International Council for Harmonisation (ICH) and regulatory bodies like the U.S. Food and Drug Administration (FDA). Researchers and manufacturers should consult relevant regulations to ensure compliance with safety and quality standards.

Conclusion

(S)-1-Methyl-2-pyrrolidineethanol (CAS No. 61810-78-4) strong> is a versatile chiral compound with significant potential in pharmaceutical research and medicinal chemistry. Its unique chemical properties, synthetic methods, biological applications, and recent research advancements make it an important molecule for further investigation. As ongoing studies continue to uncover new insights into its behavior and utility, it is likely that this compound will play an increasingly important role in the development of novel therapeutic agents.

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• 862314-38-3((2R)-2-methyl-1-Pyrrolidinepropanol)
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