Cas no 496877-66-8 (Cyclobutanecarboxylic acid, 2-(aminomethyl)-, (1S,2R)-)

Cyclobutanecarboxylic acid, 2-(aminomethyl)-, (1S,2R)-, is a chiral cyclobutane derivative featuring both carboxylic acid and aminomethyl functional groups. Its stereospecific (1S,2R) configuration makes it a valuable intermediate in asymmetric synthesis, particularly for pharmaceuticals and fine chemicals. The rigid cyclobutane ring enhances conformational stability, while the functional groups enable diverse derivatization, such as peptide coupling or amide formation. This compound is useful in medicinal chemistry for designing bioactive molecules with constrained geometries. High purity and well-defined stereochemistry ensure reproducibility in research and industrial applications. Its structural uniqueness supports the development of novel compounds with tailored physicochemical properties.
Cyclobutanecarboxylic acid, 2-(aminomethyl)-, (1S,2R)- structure
496877-66-8 structure
Product Name:Cyclobutanecarboxylic acid, 2-(aminomethyl)-, (1S,2R)-
CAS No:496877-66-8
MF:C6H11NO2
MW:129.157041788101
CID:1536451
PubChem ID:12610343
Update Time:2025-11-07

Cyclobutanecarboxylic acid, 2-(aminomethyl)-, (1S,2R)- Chemical and Physical Properties

Names and Identifiers

    • Cyclobutanecarboxylic acid, 2-(aminomethyl)-, (1S,2R)-
    • 1427286-33-6
    • 775269-73-3
    • 84585-73-9
    • EN300-369549
    • trans-2-(aminomethyl)cyclobutanecarboxylic acid
    • CHEMBL14964
    • 2-(AMINOMETHYL)CYCLOBUTANE-1-CARBOXYLIC ACID
    • (1R,2S)-2-(aminomethyl)cyclobutanecarboxylic acid
    • 1427286-27-8
    • (1S,2R)-2-(aminomethyl)cyclobutanecarboxylic acid
    • (1R,2R)-2-(aminomethyl)cyclobutanecarboxylic acid
    • (1S,2S)-2-(aminomethyl)cyclobutanecarboxylic acid
    • cis-2-(aminomethyl)cyclobutanecarboxylic acid
    • 496877-66-8
    • 84585-74-0
    • 26850-29-3
    • Inchi: 1S/C6H11NO2/c7-3-4-1-2-5(4)6(8)9/h4-5H,1-3,7H2,(H,8,9)
    • InChI Key: PXJMGVYQAJBQJF-UHFFFAOYSA-N
    • SMILES: OC(C1CCC1CN)=O

Computed Properties

  • Exact Mass: 129.07903
  • Monoisotopic Mass: 129.078978594g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 2
  • Complexity: 124
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 2
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: -2.7
  • Topological Polar Surface Area: 63.3?2

Experimental Properties

  • PSA: 63.32

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Additional information on Cyclobutanecarboxylic acid, 2-(aminomethyl)-, (1S,2R)-

Comprehensive Analysis of Cyclobutanecarboxylic acid, 2-(aminomethyl)-, (1S,2R)- (CAS No. 496877-66-8)

Cyclobutanecarboxylic acid, 2-(aminomethyl)-, (1S,2R)- (CAS No. 496877-66-8) is a chiral cyclobutane derivative that has garnered significant attention in pharmaceutical and organic chemistry research. This compound, characterized by its unique stereochemistry and functional groups, serves as a critical building block in the synthesis of bioactive molecules. Its aminomethyl and carboxylic acid moieties make it a versatile intermediate for drug discovery, particularly in the development of small-molecule therapeutics targeting neurological and metabolic disorders.

Recent trends in AI-driven drug discovery and green chemistry have amplified interest in compounds like Cyclobutanecarboxylic acid, 2-(aminomethyl)-, (1S,2R)-. Researchers are exploring its potential in enantioselective synthesis, a hot topic in asymmetric catalysis. The compound's rigid cyclobutane ring structure also aligns with the growing demand for conformationally constrained scaffolds in medicinal chemistry, which improve drug selectivity and reduce off-target effects.

The stereospecificity of (1S,2R)- configuration is another focal point, as it influences the compound's pharmacokinetic properties. Studies suggest that this stereoisomer may exhibit enhanced metabolic stability compared to its counterparts, a feature highly sought after in preclinical drug development. Additionally, its hydrogen-bonding capacity makes it a candidate for designing protein-ligand interactions, a key area in computational chemistry and molecular docking simulations.

From an industrial perspective, CAS No. 496877-66-8 is often discussed in the context of scalable synthesis and cost-effective production. Innovations in continuous flow chemistry and biocatalysis have enabled more efficient routes to its manufacture, addressing challenges like racemization and yield optimization. These advancements align with the pharmaceutical industry's push toward sustainable manufacturing practices.

In summary, Cyclobutanecarboxylic acid, 2-(aminomethyl)-, (1S,2R)- represents a convergence of structural novelty and practical utility. Its applications span drug design, material science, and catalysis, making it a compound of enduring relevance in both academic and industrial settings. As research continues to uncover its potential, this molecule is poised to play a pivotal role in addressing unmet medical needs and advancing synthetic methodologies.

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