Cas no 219996-49-3 (4-[(tert-butoxycarbonylamino)methyl]bicyclo[2.2.2]octane-1-carboxylic acid)

4-[(tert-Butoxycarbonylamino)methyl]bicyclo[2.2.2]octane-1-carboxylic acid is a bicyclic carboxylic acid derivative featuring a Boc-protected amino methyl group. Its rigid bicyclo[2.2.2]octane scaffold provides steric hindrance and structural stability, making it valuable in medicinal chemistry and peptide synthesis. The tert-butoxycarbonyl (Boc) group offers orthogonal protection for the amine functionality, enabling selective deprotection under mild acidic conditions. This compound is particularly useful in the design of constrained peptidomimetics and as a building block for drug discovery. Its well-defined stereochemistry and compatibility with standard coupling reagents enhance its utility in synthetic applications. The product is typically supplied as a high-purity solid, ensuring reliable performance in research and development settings.
4-[(tert-butoxycarbonylamino)methyl]bicyclo[2.2.2]octane-1-carboxylic acid structure
219996-49-3 structure
Product Name:4-[(tert-butoxycarbonylamino)methyl]bicyclo[2.2.2]octane-1-carboxylic acid
CAS No:219996-49-3
MF:C15H25NO4
MW:283.363304853439
MDL:MFCD24465708
CID:4641923
PubChem ID:23290786
Update Time:2025-10-30

4-[(tert-butoxycarbonylamino)methyl]bicyclo[2.2.2]octane-1-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • Boc-4-aminomethylbicyclo-[2.2.2]octane Carboxylic Acid
    • 4-(((tert-Butoxycarbonyl)amino)methyl)bicyclo[2.2.2]octane-1-carboxylicacid
    • Bicyclo[2.2.2]octane-1-carboxylic acid,4-[[[(1,1-dimethylethoxy)carbonyl]amino]methyl]-
    • 4-[(tert-butoxycarbonylamino)methyl]bicyclo[2.2.2]octane-1-carboxylic acid
    • SCHEMBL6798730
    • A1-40066
    • 4-(((tert-Butoxycarbonyl)amino)methyl)bicyclo[2.2.2]octane-1-carboxylic acid
    • MFCD24465708
    • 4-[[(2-methylpropan-2-yl)oxycarbonylamino]methyl]bicyclo[2.2.2]octane-1-carboxylic acid
    • WS-01849
    • 4-(((t-Butoxycarbonyl)amino)methyl)bicyclo[2.2.2]octane-1-carboxylic acid
    • 4-({[(tert-butoxy)carbonyl]amino}methyl)bicyclo[2.2.2]octane-1-carboxylic acid
    • 219996-49-3
    • CS-0449996
    • EN300-6487935
    • MDL: MFCD24465708
    • Inchi: 1S/C15H25NO4/c1-13(2,3)20-12(19)16-10-14-4-7-15(8-5-14,9-6-14)11(17)18/h4-10H2,1-3H3,(H,16,19)(H,17,18)
    • InChI Key: ZTXFFJDDDPLMAH-UHFFFAOYSA-N
    • SMILES: C12(C(O)=O)CCC(CNC(OC(C)(C)C)=O)(CC1)CC2

Computed Properties

  • Exact Mass: 283.17835828g/mol
  • Monoisotopic Mass: 283.17835828g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 20
  • Rotatable Bond Count: 6
  • Complexity: 386
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 2.1
  • Topological Polar Surface Area: 75.6?2

4-[(tert-butoxycarbonylamino)methyl]bicyclo[2.2.2]octane-1-carboxylic acid Pricemore >>

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Additional information on 4-[(tert-butoxycarbonylamino)methyl]bicyclo[2.2.2]octane-1-carboxylic acid

Comprehensive Overview of 4-[(tert-butoxycarbonylamino)methyl]bicyclo[2.2.2]octane-1-carboxylic acid (CAS No. 219996-49-3)

The compound 4-[(tert-butoxycarbonylamino)methyl]bicyclo[2.2.2]octane-1-carboxylic acid (CAS No. 219996-49-3) is a highly specialized organic molecule with significant applications in pharmaceutical research and material science. Its unique bicyclo[2.2.2]octane scaffold, combined with a tert-butoxycarbonyl (Boc) protecting group, makes it a valuable intermediate in the synthesis of complex bioactive molecules. Researchers and industry professionals often seek this compound for its role in peptide coupling, drug discovery, and advanced polymer development.

One of the most frequently asked questions about 4-[(tert-butoxycarbonylamino)methyl]bicyclo[2.2.2]octane-1-carboxylic acid is its solubility and stability under various conditions. Studies indicate that the Boc-protected derivative enhances the compound's stability in acidic environments, making it ideal for multi-step synthetic processes. Additionally, its bicyclic structure contributes to rigidity, which is advantageous in designing high-performance materials with precise molecular architectures.

In the context of current trends, the demand for Boc-protected intermediates like CAS No. 219996-49-3 has surged due to their utility in green chemistry and sustainable synthesis. Researchers are exploring eco-friendly solvents and catalytic systems to optimize the production of such compounds, aligning with global efforts to reduce chemical waste. This aligns with popular search queries such as "sustainable Boc-protected compounds" and "green synthesis of bicyclic carboxylic acids."

The carboxylic acid functionality in this compound also opens doors for diverse derivatization strategies. For instance, it can undergo esterification, amidation, or reduction to yield tailored derivatives for specific applications. This versatility is a key reason why 4-[(tert-butoxycarbonylamino)methyl]bicyclo[2.2.2]octane-1-carboxylic acid is frequently referenced in patents related to drug delivery systems and biodegradable polymers.

Another area of interest is the compound's potential in computational chemistry. Molecular modeling studies leverage its well-defined bicyclo[2.2.2]octane core to predict interactions with biological targets or material surfaces. This has led to increased searches for "molecular docking studies of bicyclic compounds" and "Boc-protected amino acid applications in silico."

Quality control and analytical characterization of CAS No. 219996-49-3 are critical for ensuring reproducibility in research. Techniques such as HPLC, NMR, and mass spectrometry are commonly employed to verify purity and structural integrity. These methods are often discussed in forums and publications, reflecting user interest in "analytical protocols for Boc-protected bicyclic acids."

In summary, 4-[(tert-butoxycarbonylamino)methyl]bicyclo[2.2.2]octane-1-carboxylic acid is a multifaceted compound with broad relevance in modern chemistry. Its combination of structural robustness, synthetic flexibility, and alignment with sustainable practices positions it as a cornerstone in both academic and industrial settings. As research continues to evolve, this compound is likely to remain a focal point for innovations in medicinal chemistry and advanced materials.

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