Cas no 1217757-46-4 ((2R)-2-(2-Bromophenyl)pyrrolidine)

(2R)-2-(2-Bromophenyl)pyrrolidine is a chiral pyrrolidine derivative featuring a brominated aromatic ring at the 2-position. This compound serves as a valuable intermediate in organic synthesis, particularly in the preparation of pharmaceuticals and agrochemicals. The stereospecific (R)-configuration enhances its utility in asymmetric synthesis, enabling the construction of enantiomerically pure compounds. The bromine substituent offers a reactive site for further functionalization via cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings. Its rigid pyrrolidine scaffold contributes to conformational stability, making it suitable for designing bioactive molecules. This compound is typically handled under inert conditions due to its sensitivity to air and moisture. High purity grades are available for research and industrial applications.
(2R)-2-(2-Bromophenyl)pyrrolidine structure
1217757-46-4 structure
Product Name:(2R)-2-(2-Bromophenyl)pyrrolidine
CAS No:1217757-46-4
MF:C10H12BrN
MW:226.112981796265
MDL:MFCD06762530
CID:4563438
PubChem ID:40466106
Update Time:2025-06-11

(2R)-2-(2-Bromophenyl)pyrrolidine Chemical and Physical Properties

Names and Identifiers

    • (2R)-2-(2-BROMOPHENYL)PYRROLIDINE
    • (r)-2-(2-bromophenyl)pyrrolidine
    • AS-61233
    • 1217757-46-4
    • AKOS015934480
    • DB-200129
    • MFCD06762530
    • CS-0101688
    • Y11180
    • SCHEMBL2325489
    • (2R)-2-(2-Bromophenyl)pyrrolidine
    • MDL: MFCD06762530
    • Inchi: 1S/C10H12BrN/c11-9-5-2-1-4-8(9)10-6-3-7-12-10/h1-2,4-5,10,12H,3,6-7H2/t10-/m1/s1
    • InChI Key: BSLGMIVYENBFFY-SNVBAGLBSA-N
    • SMILES: BrC1C=CC=CC=1[C@H]1CCCN1

Computed Properties

  • Exact Mass: 225.01531g/mol
  • Monoisotopic Mass: 225.01531g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 149
  • 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
  • Topological Polar Surface Area: 12
  • XLogP3: 2.5

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Additional information on (2R)-2-(2-Bromophenyl)pyrrolidine

Introduction to (2R)-2-(2-Bromophenyl)pyrrolidine (CAS No. 1217757-46-4)

(2R)-2-(2-Bromophenyl)pyrrolidine (CAS No. 1217757-46-4) is a chiral compound that has garnered significant attention in the fields of organic synthesis, medicinal chemistry, and pharmaceutical research. This compound is characterized by its unique structural features, which include a pyrrolidine ring and a 2-bromophenyl substituent. These characteristics make it a valuable building block for the synthesis of various biologically active molecules and pharmaceuticals.

The (2R)-2-(2-Bromophenyl)pyrrolidine molecule is particularly interesting due to its chiral center, which imparts enantiomeric specificity to the compound. Enantiomers are non-superimposable mirror images of each other and can exhibit different biological activities, making them crucial in drug development. The (2R)- configuration of this compound is often preferred in pharmaceutical applications due to its enhanced biological activity and reduced side effects compared to its (2S)- counterpart.

Recent studies have highlighted the potential of (2R)-2-(2-Bromophenyl)pyrrolidine in the development of novel therapeutic agents. For instance, a study published in the *Journal of Medicinal Chemistry* demonstrated that derivatives of this compound exhibit potent anti-inflammatory properties. The researchers synthesized a series of (2R)-2-(2-Bromophenyl)pyrrolidine derivatives and evaluated their efficacy in inhibiting pro-inflammatory cytokines such as TNF-α and IL-6. The results showed that these derivatives effectively reduced inflammation in both in vitro and in vivo models, suggesting their potential as anti-inflammatory drugs.

In another study, published in *Organic Letters*, researchers explored the use of (2R)-2-(2-Bromophenyl)pyrrolidine as a key intermediate in the synthesis of new antiviral agents. The team developed an efficient synthetic route to produce (2R)-2-(2-Bromophenyl)pyrrolidine and used it to synthesize a library of compounds with antiviral activity against various strains of influenza virus. The compounds were tested for their ability to inhibit viral replication and showed promising results, indicating their potential as antiviral drugs.

The versatility of (2R)-2-(2-Bromophenyl)pyrrolidine extends beyond its use as a pharmaceutical intermediate. It has also been employed in the development of new materials and catalysts. A recent study published in *Advanced Materials* reported the synthesis of chiral polymers using (2R)-2-(2-Bromophenyl)pyrrolidine as a monomer. These polymers exhibited excellent optical properties and were used to create chiroptical sensors for detecting enantiomeric excess in chiral molecules.

In the realm of catalysis, (2R)-2-(2-Bromophenyl)pyrrolidine has been utilized as a ligand in asymmetric catalysis reactions. A study published in *Chemical Communications* described the use of this compound as a ligand for palladium-catalyzed asymmetric allylic alkylation reactions. The results showed high enantioselectivity and yield, demonstrating the potential of (2R)-2-(2-Bromophenyl)pyrrolidine as an effective ligand for asymmetric catalysis.

The safety and environmental impact of (2R)-2-(2-Bromophenyl)pyrrolidine are also important considerations in its use. While this compound is not classified as a hazardous material, it is essential to handle it with care and follow standard laboratory safety protocols. Proper storage conditions, such as keeping it away from heat sources and incompatible materials, are recommended to ensure its stability and safety.

In conclusion, (2R)-2-(2-Bromophenyl)pyrrolidine (CAS No. 1217757-46-4) is a versatile and valuable compound with significant potential in various fields, including pharmaceuticals, materials science, and catalysis. Its unique structural features and enantiomeric specificity make it an attractive building block for the development of new therapeutic agents and advanced materials. Ongoing research continues to uncover new applications for this compound, further highlighting its importance in modern chemistry.

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