Cas no 2227836-14-6 (3,5-difluoro-4-(2R)-oxiran-2-ylpyridine)

3,5-Difluoro-4-(2R)-oxiran-2-ylpyridine is a chiral epoxide derivative featuring a pyridine core substituted with fluorine atoms at the 3 and 5 positions. The (2R)-oxirane ring introduces stereochemical specificity, making it a valuable intermediate in asymmetric synthesis and pharmaceutical applications. Its electron-deficient pyridine moiety enhances reactivity in nucleophilic ring-opening reactions, while the fluorine substituents contribute to stability and influence electronic properties. This compound is particularly useful in the development of bioactive molecules, including enzyme inhibitors and agrochemicals, due to its ability to act as a versatile electrophilic building block. Its well-defined stereochemistry ensures reproducibility in chiral synthesis pathways.
3,5-difluoro-4-(2R)-oxiran-2-ylpyridine structure
2227836-14-6 structure
Product Name:3,5-difluoro-4-(2R)-oxiran-2-ylpyridine
CAS No:2227836-14-6
MF:C7H5F2NO
MW:157.117508649826
CID:5927250
PubChem ID:165668426
Update Time:2025-06-09

3,5-difluoro-4-(2R)-oxiran-2-ylpyridine Chemical and Physical Properties

Names and Identifiers

    • 3,5-difluoro-4-(2R)-oxiran-2-ylpyridine
    • 3,5-difluoro-4-[(2R)-oxiran-2-yl]pyridine
    • EN300-1760868
    • 2227836-14-6
    • Inchi: 1S/C7H5F2NO/c8-4-1-10-2-5(9)7(4)6-3-11-6/h1-2,6H,3H2/t6-/m0/s1
    • InChI Key: AJFFVBBKWFESGJ-LURJTMIESA-N
    • SMILES: FC1C=NC=C(C=1[C@@H]1CO1)F

Computed Properties

  • Exact Mass: 157.03392011g/mol
  • Monoisotopic Mass: 157.03392011g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 145
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 0.5
  • Topological Polar Surface Area: 25.4?2

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Additional information on 3,5-difluoro-4-(2R)-oxiran-2-ylpyridine

Comprehensive Overview of 3,5-difluoro-4-(2R)-oxiran-2-ylpyridine (CAS No. 2227836-14-6)

The compound 3,5-difluoro-4-(2R)-oxiran-2-ylpyridine (CAS No. 2227836-14-6) is a highly specialized chemical entity that has garnered significant attention in pharmaceutical and agrochemical research. This epoxide-containing pyridine derivative is characterized by its unique stereochemistry and fluorine substitution pattern, making it a valuable intermediate in the synthesis of bioactive molecules. Its molecular structure combines a pyridine ring with an (R)-configured oxirane moiety, which is critical for its reactivity and application in asymmetric synthesis.

In recent years, the demand for fluorinated heterocycles like 3,5-difluoro-4-(2R)-oxiran-2-ylpyridine has surged due to their role in drug discovery. Researchers are particularly interested in how fluorine atoms enhance metabolic stability and bioavailability, a topic frequently searched in AI-driven drug design platforms. The compound's CAS No. 2227836-14-6 is often queried alongside terms such as "epoxide reactivity" and "chiral building blocks," reflecting its relevance in modern medicinal chemistry.

One of the most discussed applications of this compound is its potential use in kinase inhibitor development. Kinases are a hot topic in cancer research, and the pyridine scaffold is a common motif in targeted therapies. The difluoro substitution at the 3 and 5 positions of the pyridine ring is believed to influence binding affinity, a hypothesis supported by computational studies frequently cited in PubMed and Google Scholar searches.

From a synthetic perspective, the (2R)-oxiran-2-yl group in CAS No. 2227836-14-6 offers intriguing possibilities for ring-opening reactions. This feature aligns with the growing interest in green chemistry, as epoxides can be transformed under mild conditions. Searches for "sustainable synthesis of fluorinated compounds" often highlight such methodologies, further emphasizing the compound's versatility.

Another trending aspect is the compound's role in catalysis. The pyridine nitrogen and the oxirane ring can act as ligands or substrates in metal-catalyzed transformations, a subject explored in ACS Catalysis and other high-impact journals. This dual functionality makes 3,5-difluoro-4-(2R)-oxiran-2-ylpyridine a candidate for C-H activation studies, a field with exponential growth in patent filings.

Stability and storage conditions of CAS No. 2227836-14-6 are also common queries. While the compound is generally stable under inert atmospheres, its epoxide group necessitates careful handling to prevent polymerization. This practical consideration is frequently addressed in chemical forums and material safety databases, underscoring the need for precise technical documentation.

In summary, 3,5-difluoro-4-(2R)-oxiran-2-ylpyridine (CAS No. 2227836-14-6) represents a convergence of structural novelty and functional utility. Its applications span drug discovery, catalysis, and materials science, making it a compound of enduring interest. As AI-assisted molecular design evolves, the integration of such fluorinated epoxides into virtual screening libraries will likely expand, solidifying their place in cutting-edge research.

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