Cas no 88319-40-8 (2-formamido-4,4-dimethylpentanoic acid)

2-Formamido-4,4-dimethylpentanoic acid is a specialized organic compound featuring a formamido group and a carboxyl group on a branched alkyl backbone. Its unique structure, characterized by the 4,4-dimethylpentanoic acid framework, makes it valuable in synthetic organic chemistry, particularly in peptide modifications and chiral synthesis. The formamido moiety enhances reactivity in amide bond formations, while the steric hindrance from the dimethyl groups can influence stereoselectivity in reactions. This compound is useful as an intermediate in pharmaceutical research, where its structural properties may contribute to the development of bioactive molecules. Its stability and defined functional groups allow for precise derivatization in complex synthetic pathways.
2-formamido-4,4-dimethylpentanoic acid structure
88319-40-8 structure
Product Name:2-formamido-4,4-dimethylpentanoic acid
CAS No:88319-40-8
MF:C8H15NO3
MW:173.209602594376
MDL:MFCD18863684
CID:637447
PubChem ID:63687819
Update Time:2025-06-08

2-formamido-4,4-dimethylpentanoic acid Chemical and Physical Properties

Names and Identifiers

    • Leucine, N-formyl-4-methyl-
    • 2-formamido-4,4-dimethylpentanoic acid
    • 88319-40-8
    • AKOS012998842
    • EN300-871168
    • CS-0272660
    • MDL: MFCD18863684
    • Inchi: 1S/C8H15NO3/c1-8(2,3)4-6(7(11)12)9-5-10/h5-6H,4H2,1-3H3,(H,9,10)(H,11,12)
    • InChI Key: MZESJIKSWDNRNX-UHFFFAOYSA-N
    • SMILES: OC(C(CC(C)(C)C)NC=O)=O

Computed Properties

  • Exact Mass: 173.10519334g/mol
  • Monoisotopic Mass: 173.10519334g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 4
  • Complexity: 172
  • 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: 66.4?2

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Additional information on 2-formamido-4,4-dimethylpentanoic acid

Recent Advances in the Study of 2-Formamido-4,4-dimethylpentanoic Acid (CAS: 88319-40-8)

2-Formamido-4,4-dimethylpentanoic acid (CAS: 88319-40-8) is a specialized chemical compound that has garnered significant attention in the field of chemical biology and pharmaceutical research. This compound, characterized by its unique structural features, has been the subject of recent studies exploring its potential applications in drug development, enzyme inhibition, and metabolic pathways. The following research brief consolidates the latest findings related to this compound, providing a comprehensive overview of its current scientific standing.

Recent studies have focused on the synthesis and characterization of 2-formamido-4,4-dimethylpentanoic acid, with particular emphasis on its role as a precursor or intermediate in the production of biologically active molecules. Researchers have employed advanced spectroscopic techniques, including nuclear magnetic resonance (NMR) and mass spectrometry (MS), to elucidate its molecular structure and confirm its purity. These efforts are critical for ensuring the compound's suitability in downstream applications, such as medicinal chemistry and biochemical assays.

One of the key areas of investigation has been the compound's potential as an enzyme inhibitor. Preliminary in vitro studies suggest that 2-formamido-4,4-dimethylpentanoic acid may exhibit inhibitory effects on specific enzymes involved in metabolic disorders. For instance, its interaction with enzymes in the lysine degradation pathway has been explored, with findings indicating a moderate inhibitory activity. These results open new avenues for the development of therapeutic agents targeting metabolic diseases.

In addition to its biochemical applications, 2-formamido-4,4-dimethylpentanoic acid has also been studied for its role in peptide synthesis. Its unique structural properties, including the presence of a formamido group and a dimethyl-substituted carbon chain, make it a valuable building block for the design of novel peptides with enhanced stability and bioactivity. Recent work has demonstrated its utility in solid-phase peptide synthesis (SPPS), where it has been incorporated into peptide sequences to improve their pharmacokinetic profiles.

Despite these promising findings, challenges remain in the large-scale production and application of 2-formamido-4,4-dimethylpentanoic acid. Issues such as yield optimization, scalability, and cost-effectiveness need to be addressed to facilitate its broader adoption in pharmaceutical research. Ongoing studies are exploring alternative synthetic routes and catalytic systems to overcome these limitations.

In conclusion, 2-formamido-4,4-dimethylpentanoic acid (CAS: 88319-40-8) represents a compound of significant interest in chemical biology and pharmaceutical research. Its potential as an enzyme inhibitor and peptide building block underscores its versatility and utility in drug discovery. Continued research efforts are expected to further elucidate its mechanisms of action and expand its applications in the development of novel therapeutics.

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