Cas no 1353986-84-1 (1-Benzylpyrrolidine-2-carbaldehyde)

1-Benzylpyrrolidine-2-carbaldehyde is a versatile chiral building block used in organic synthesis and pharmaceutical applications. Its pyrrolidine scaffold, combined with a benzyl substituent and an aldehyde functional group, makes it valuable for constructing complex heterocyclic compounds. The aldehyde moiety enables further derivatization through condensation or nucleophilic addition reactions, while the benzyl group enhances solubility and stability. This compound is particularly useful in asymmetric synthesis, serving as a precursor for ligands, catalysts, and bioactive molecules. Its well-defined stereochemistry and reactivity profile facilitate controlled transformations, making it a preferred choice for researchers in medicinal chemistry and fine chemical synthesis.
1-Benzylpyrrolidine-2-carbaldehyde structure
1353986-84-1 structure
Product Name:1-Benzylpyrrolidine-2-carbaldehyde
CAS No:1353986-84-1
MF:C12H15NO
MW:189.253603219986
CID:2156081
Update Time:2025-11-03

1-Benzylpyrrolidine-2-carbaldehyde Chemical and Physical Properties

Names and Identifiers

    • 1-Benzyl-pyrrolidine-2-carbaldehyde
    • 1-benzylpyrrolidine-2-carbaldehyde
    • 2-Pyrrolidinecarboxaldehyde, 1-(phenylmethyl)-
    • AM94859
    • 1-Benzylpyrrolidine-2-carbaldehyde
    • Inchi: 1S/C12H15NO/c14-10-12-7-4-8-13(12)9-11-5-2-1-3-6-11/h1-3,5-6,10,12H,4,7-9H2
    • InChI Key: DXBOOBQYMUBPPZ-UHFFFAOYSA-N
    • SMILES: O=CC1CCCN1CC1C=CC=CC=1

Computed Properties

  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 3
  • Complexity: 187
  • Topological Polar Surface Area: 20.3

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Additional information on 1-Benzylpyrrolidine-2-carbaldehyde

Introduction to 1-Benzylpyrrolidine-2-carbaldehyde (CAS No. 1353986-84-1)

The compound 1-Benzylpyrrolidine-2-carbaldehyde, also known by its CAS registry number 1353986-84-1, is a versatile organic molecule with significant applications in various fields of chemistry and pharmacology. This compound belongs to the class of pyrrolidine derivatives, which are widely studied due to their unique structural properties and potential biological activities. The molecule consists of a pyrrolidine ring substituted with a benzyl group at the 1-position and an aldehyde group at the 2-position, making it a valuable substrate for further chemical modifications and functionalization.

Recent advancements in synthetic methodologies have enabled the efficient synthesis of 1-Benzylpyrrolidine-2-carbaldehyde through various routes, including catalytic asymmetric synthesis and microwave-assisted reactions. These methods not only enhance the yield and purity of the compound but also pave the way for its large-scale production, which is crucial for its industrial applications. The compound's structure makes it an ideal candidate for exploring novel drug delivery systems and bioactive molecules.

In terms of biological activity, 1-Benzylpyrrolidine-2-carbaldehyde has shown promising results in preliminary studies targeting enzyme inhibition and anti-inflammatory properties. Researchers have demonstrated that the aldehyde group plays a critical role in modulating these activities, suggesting that further derivatization could lead to more potent bioactive agents. Additionally, the benzyl group enhances the compound's lipophilicity, which is advantageous for improving drug absorption and bioavailability.

The structural versatility of 1-Benzylpyrrolidine-2-carbaldehyde has also made it a valuable building block in organic synthesis. It serves as an intermediate in the construction of complex natural product analogs and heterocyclic compounds. Recent studies have highlighted its utility in click chemistry reactions, where it acts as a reactive partner for forming stable covalent bonds with other functional groups. This capability underscores its importance in modern medicinal chemistry.

From an environmental standpoint, the synthesis and application of 1-Benzylpyrrolidine-2-carbaldehyde are being evaluated for their sustainability. Green chemistry principles are increasingly being incorporated into its production processes, including the use of renewable feedstocks and energy-efficient reaction conditions. These efforts aim to minimize the ecological footprint while maintaining high-quality standards.

In conclusion, 1-Benzylpyrrolidine-2-carbaldehyde (CAS No. 1353986-84-1) stands out as a multifaceted compound with vast potential across diverse scientific domains. Its unique structure, coupled with cutting-edge synthetic techniques and biological applications, positions it as a key player in advancing both academic research and industrial innovation.

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