Cas no 81982-56-1 (3-{(tert-butoxy)carbonylamino}-4,4-difluorobutanoic acid)

3-{(tert-Butoxy)carbonylamino}-4,4-difluorobutanoic acid is a fluorinated amino acid derivative featuring both a Boc-protected amine and a carboxylic acid functional group. Its key structural advantages include the presence of difluoromethylene groups, which enhance metabolic stability and influence conformational properties, making it valuable in medicinal chemistry and peptide design. The tert-butoxycarbonyl (Boc) group provides selective protection for the amine, enabling controlled deprotection under mild acidic conditions. This compound is particularly useful as a building block in the synthesis of modified peptides or bioactive molecules, where fluorination is desired to improve lipophilicity or modulate biological activity. Its well-defined reactivity and stability make it suitable for applications in drug discovery and organic synthesis.
3-{(tert-butoxy)carbonylamino}-4,4-difluorobutanoic acid structure
81982-56-1 structure
Product Name:3-{(tert-butoxy)carbonylamino}-4,4-difluorobutanoic acid
CAS No:81982-56-1
MF:C9H15F2NO4
MW:239.216510057449
CID:702269
PubChem ID:20468453
Update Time:2025-05-21

3-{(tert-butoxy)carbonylamino}-4,4-difluorobutanoic acid Chemical and Physical Properties

Names and Identifiers

    • Butanoic acid, 3-[[(1,1-dimethylethoxy)carbonyl]amino]-4,4-difluoro-
    • 4,4-difluoro-3-[(2-methylpropan-2-yl)oxycarbonylamino]butanoic acid
    • 3-{(tert-butoxy)carbonylamino}-4,4-difluorobutanoic acid
    • SCHEMBL10966087
    • EN300-633509
    • DTXSID90607567
    • 3-{[(tert-butoxy)carbonyl]amino}-4,4-difluorobutanoic acid
    • 4,4-Difluoro-3-tert.-butoxycarbonylamino-butanoic acid
    • AKOS030570753
    • 3-BOC-AMINO-4,4-DIFLUOROBUTANOIC ACID
    • 3-((tert-Butoxycarbonyl)amino)-4,4-difluorobutanoic acid
    • 3-((tert-Butoxycarbonyl)amino)-4,4-difluorobutanoicacid
    • F2147-8284
    • AT24418
    • 3-[(tert-Butoxycarbonyl)amino]-4,4-difluorobutanoic acid
    • 81982-56-1
    • Inchi: 1S/C9H15F2NO4/c1-9(2,3)16-8(15)12-5(7(10)11)4-6(13)14/h5,7H,4H2,1-3H3,(H,12,15)(H,13,14)
    • InChI Key: XHWAYUNOUVDRCD-UHFFFAOYSA-N
    • SMILES: FC(C(CC(=O)O)NC(=O)OC(C)(C)C)F

Computed Properties

  • Exact Mass: 239.09691428g/mol
  • Monoisotopic Mass: 239.09691428g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 6
  • Complexity: 263
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 1.3
  • Topological Polar Surface Area: 75.6?2

3-{(tert-butoxy)carbonylamino}-4,4-difluorobutanoic acid Pricemore >>

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Additional information on 3-{(tert-butoxy)carbonylamino}-4,4-difluorobutanoic acid

3-{(tert-butoxy)carbonylamino}-4,4-difluorobutanoic Acid: A Comprehensive Overview

The compound with CAS No. 81982-56-1, known as 3-{(tert-butoxy)carbonylamino}-4,4-difluorobutanoic acid, is a highly specialized chemical entity that has garnered significant attention in the fields of organic chemistry and pharmaceutical research. This compound is notable for its unique structure, which combines a tert-butoxy carbonyl amino group with a difluorinated butanoic acid backbone. The presence of these functional groups endows the molecule with distinctive chemical properties, making it a valuable tool in various research and industrial applications.

Recent advancements in synthetic chemistry have enabled the precise synthesis of this compound, leveraging cutting-edge methodologies such as asymmetric catalysis and transition metal-mediated coupling reactions. These techniques have not only improved the yield and purity of the compound but also opened new avenues for its application in drug discovery and material science. For instance, the tert-butoxy carbonyl amino group has been shown to enhance the bioavailability of certain drugs by modulating their pharmacokinetic profiles.

The structural uniqueness of 3-{(tert-butoxy)carbonylamino}-4,4-difluorobutanoic acid lies in its ability to act as a versatile building block in organic synthesis. The difluorinated butanoic acid backbone serves as an excellent platform for constructing complex molecules with tailored functionalities. Researchers have exploited this feature to design novel inhibitors for enzyme targets, such as kinases and proteases, which are critical in disease pathways like cancer and neurodegenerative disorders.

In terms of applications, this compound has found significant utility in the development of fluorinated pharmaceuticals, where fluorine atoms are strategically incorporated to enhance drug efficacy. The tert-butoxy carbonyl amino group plays a pivotal role in stabilizing intermediates during synthesis, ensuring high fidelity in the construction of intricate molecular architectures. Moreover, its compatibility with various functionalization strategies has made it a cornerstone in medicinal chemistry.

Recent studies have also highlighted the potential of this compound in the realm of bioconjugation chemistry, where it serves as a linker for attaching bioactive molecules to carrier systems. This capability is particularly valuable in the design of targeted drug delivery systems, which aim to improve therapeutic outcomes by minimizing off-target effects.

From an environmental standpoint, the synthesis and handling of 3-{(tert-butoxy)carbonylamino}-4,4-difluorobutanoic acid adhere to stringent safety protocols to ensure minimal ecological impact. Its use in research settings is carefully regulated to prevent any unintended consequences on human health or the environment.

In conclusion, 3-{(tert-butoxy)carbonylamino}-4,4-difluorobutanoic acid stands as a testament to the ingenuity of modern chemical synthesis and its profound impact on diverse scientific disciplines. As research continues to uncover new applications and optimizations for this compound, its role in advancing science and technology is expected to grow significantly.

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