Cas no 795263-45-5 (2-(2R,4R)-4-hydroxypyrrolidin-2-ylacetic acid)

2-(2R,4R)-4-hydroxypyrrolidin-2-ylacetic acid is a chiral pyrrolidine derivative characterized by its stereospecific hydroxyl and carboxylic acid functional groups. This compound serves as a valuable intermediate in organic synthesis, particularly in the preparation of pharmaceuticals and bioactive molecules. Its rigid pyrrolidine scaffold and polar functional groups enhance its utility in asymmetric synthesis and drug design, offering precise control over stereochemistry. The (2R,4R) configuration ensures high enantiomeric purity, making it suitable for applications requiring strict chiral fidelity. Its solubility in polar solvents and compatibility with common coupling reagents further facilitate its use in peptide and heterocycle synthesis. This compound is favored for its structural versatility and reliability in complex synthetic routes.
2-(2R,4R)-4-hydroxypyrrolidin-2-ylacetic acid structure
795263-45-5 structure
Product Name:2-(2R,4R)-4-hydroxypyrrolidin-2-ylacetic acid
CAS No:795263-45-5
MF:C6H11NO3
MW:145.156441926956
MDL:MFCD19225930
CID:3276021
PubChem ID:49875515
Update Time:2025-05-25

2-(2R,4R)-4-hydroxypyrrolidin-2-ylacetic acid Chemical and Physical Properties

Names and Identifiers

    • 2-PYRROLIDINEACETIC ACID, 4-HYDROXY-, (2R,4R)-
    • 2-(2R,4R)-4-hydroxypyrrolidin-2-ylacetic acid
    • EN300-816508
    • 795263-45-5
    • AKOS000282498
    • 2-[(2R,4R)-4-hydroxypyrrolidin-2-yl]acetic acid
    • MDL: MFCD19225930
    • Inchi: 1S/C6H11NO3/c8-5-1-4(7-3-5)2-6(9)10/h4-5,7-8H,1-3H2,(H,9,10)/t4-,5-/m1/s1
    • InChI Key: HEUWVFJLYQNYMK-RFZPGFLSSA-N
    • SMILES: O[C@H]1CN[C@@H](CC(=O)O)C1

Computed Properties

  • Exact Mass: 145.07389321g/mol
  • Monoisotopic Mass: 145.07389321g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 2
  • Complexity: 137
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 2
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: -3.4
  • Topological Polar Surface Area: 69.6?2

2-(2R,4R)-4-hydroxypyrrolidin-2-ylacetic acid Pricemore >>

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Additional information on 2-(2R,4R)-4-hydroxypyrrolidin-2-ylacetic acid

Introduction to 2-(2R,4R)-4-hydroxypyrrolidin-2-ylacetic acid (CAS No. 795263-45-5)

2-(2R,4R)-4-hydroxypyrrolidin-2-ylacetic acid, identified by the Chemical Abstracts Service Number (CAS No.) 795263-45-5, is a significant compound in the field of pharmaceutical chemistry and biochemistry. This molecule has garnered attention due to its unique structural features and potential biological activities, making it a subject of interest in both academic research and drug development initiatives.

The molecular structure of 2-(2R,4R)-4-hydroxypyrrolidin-2-ylacetic acid consists of a pyrrolidine ring substituted with a hydroxyl group at the 4-position and an acetic acid moiety at the 2-position. The stereochemistry at the 2R and 4R positions is particularly noteworthy, as it influences the compound's interactions with biological targets. This specific configuration has been the focus of recent studies exploring its pharmacological properties.

In recent years, there has been a growing interest in heterocyclic compounds for their diverse biological activities. Pyrrolidine derivatives, in particular, have shown promise as scaffolds for developing drugs targeting various diseases. The presence of a hydroxyl group in 2-(2R,4R)-4-hydroxypyrrolidin-2-ylacetic acid enhances its potential for hydrogen bonding interactions, which is crucial for binding to biological receptors with high affinity.

One of the most compelling aspects of this compound is its potential role in modulating enzyme activity. Enzymes are central to numerous biological processes, and their inhibition or activation can lead to therapeutic effects. Studies have indicated that 2-(2R,4R)-4-hydroxypyrrolidin-2-ylacetic acid may interact with specific enzymes by virtue of its structural features. This interaction could be leveraged to develop novel inhibitors or activators for therapeutic applications.

Recent research has also explored the compound's potential in the context of inflammation and immune response. Inflammatory pathways are implicated in a wide range of diseases, including autoimmune disorders and chronic inflammatory conditions. The ability of 2-(2R,4R)-4-hydroxypyrrolidin-2-ylacetic acid to modulate these pathways has been investigated in preclinical models, showing promising results in reducing inflammation and alleviating symptoms associated with inflammatory diseases.

The stereochemical purity of 2-(2R,4R)-4-hydroxypyrrolidin-2-ylacetic acid is another critical factor that contributes to its efficacy. The R configuration at the 2-position and the R configuration at the 4-position ensure that the compound maintains its biological activity without unwanted side effects. This level of stereochemical control is essential in pharmaceutical development, as even minor changes in stereochemistry can significantly alter a drug's properties.

Moreover, the synthesis of 2-(2R,4R)-4-hydroxypyrrolidin-2-ylacetic acid has been optimized to ensure high yield and purity. Advanced synthetic methodologies have been employed to achieve the desired stereochemical outcome, making it feasible for large-scale production. These advancements in synthetic chemistry have enabled researchers to explore more complex derivatives of this compound, further expanding its potential applications.

The pharmacokinetic properties of 2-(2R,4R)-4-hydroxypyrrolidin-2-ylacetic acid have also been studied to understand how it behaves within the body. Factors such as absorption, distribution, metabolism, and excretion (ADME) are crucial for determining a drug's efficacy and safety. Preliminary studies suggest that this compound exhibits favorable pharmacokinetic profiles, making it a promising candidate for further development.

In conclusion, 795263-45-5 represents a significant advancement in pharmaceutical chemistry. Its unique structural features and potential biological activities make it a valuable compound for drug discovery and development. As research continues to uncover new applications for this molecule, 795263-45-5 is poised to play a crucial role in addressing various health challenges.

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