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• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Pyrrolidines Pyrrolidine carboxylic acids and derivatives Pyrrolidine carboxylic acids

Comprehensive Overview of tert-butyl (3R,4S)-3-fluoro-4-hydroxypyrrolidine-1-carboxylate (CAS No. 1174020-49-5)

The compound tert-butyl (3R,4S)-3-fluoro-4-hydroxypyrrolidine-1-carboxylate (CAS No. 1174020-49-5) is a fluorinated pyrrolidine derivative with significant applications in pharmaceutical and organic synthesis. Its unique stereochemistry and functional groups make it a valuable intermediate in the development of bioactive molecules. Researchers and industries are increasingly interested in this compound due to its potential in drug discovery, particularly in the design of enzyme inhibitors and receptor modulators. The presence of both fluoro and hydroxy groups in the pyrrolidine ring enhances its reactivity and selectivity, making it a versatile building block.

In recent years, the demand for fluorinated compounds like tert-butyl (3R,4S)-3-fluoro-4-hydroxypyrrolidine-1-carboxylate has surged, driven by the growing focus on precision medicine and targeted therapies. Fluorine incorporation is a common strategy in medicinal chemistry to improve metabolic stability, bioavailability, and binding affinity. This compound aligns with these trends, as evidenced by its use in the synthesis of novel therapeutic agents. Its CAS No. 1174020-49-5 is frequently searched in scientific databases, reflecting its relevance in cutting-edge research.

The stereochemistry of (3R,4S)-3-fluoro-4-hydroxypyrrolidine is another critical aspect of its utility. The R and S configurations at the 3- and 4-positions, respectively, contribute to its chiral properties, which are essential for interactions with biological targets. This specificity is particularly valuable in asymmetric synthesis, where enantiopure intermediates are required to achieve desired pharmacological effects. The tert-butyl protecting group further enhances the compound's stability during synthetic transformations, making it a preferred choice for multi-step reactions.

From an industrial perspective, tert-butyl (3R,4S)-3-fluoro-4-hydroxypyrrolidine-1-carboxylate is synthesized using advanced methodologies such as asymmetric hydrogenation and chiral resolution. These techniques ensure high enantiomeric purity, which is crucial for regulatory compliance in pharmaceutical applications. The compound's CAS No. 1174020-49-5 is often associated with patents and publications highlighting its synthetic routes and applications, underscoring its commercial and academic importance.

Environmental and safety considerations are also paramount when working with fluorinated compounds. While tert-butyl (3R,4S)-3-fluoro-4-hydroxypyrrolidine-1-carboxylate is not classified as hazardous, proper handling and disposal protocols must be followed to minimize risks. Researchers are increasingly exploring green chemistry approaches to synthesize such compounds, aligning with global sustainability goals. This focus on eco-friendly methods is a recurring theme in discussions about fluoro-containing intermediates.

In summary, tert-butyl (3R,4S)-3-fluoro-4-hydroxypyrrolidine-1-carboxylate (CAS No. 1174020-49-5) is a pivotal compound in modern organic and medicinal chemistry. Its structural features, including the fluoro and hydroxy substituents, coupled with its chiral backbone, make it indispensable for drug development and asymmetric synthesis. As the pharmaceutical industry continues to evolve, the demand for such high-value intermediates is expected to grow, solidifying its place in scientific and industrial workflows.

• 373604-28-5(Tert-butyl 3-fluoro-4-hydroxypiperidine-1-carboxylate)
• 518063-52-0(tert-Butyl 3-fluoropyrrolidine-1-carboxylate)
• 1174020-45-1(tert-butyl (3S,4S)-4-fluoro-3-hydroxy-piperidine-1-carboxylate)
• 876617-25-3((R)-1-Boc-3-fluoropyrrolidine)
• 1434141-81-7(tert-Butyl 3,3-difluoro-4-hydroxypyrrolidine-1-carboxylate)
• 1260772-97-1(tert-Butyl 4-fluoro-3-hydroxypiperidine-1-carboxylate)
• 955028-82-7(tert-butyl trans-4-fluoro-3-hydroxy-piperidine-1-carboxylate)
• 479253-00-4((S)-1-Boc-3-fluoropyrrolidine)
• 1419101-44-2(Tert-butyl 3-(fluoromethyl)-3-hydroxypyrrolidine-1-carboxylate)
• 869481-93-6(tert-butyl trans-3-fluoro-4-hydroxypyrrolidine-1-carboxylate)