Cas no 2159476-07-8 (3-{(tert-butoxy)carbonylamino}-5-methoxy-3-methylpentanoic acid)

3-{(tert-Butoxy)carbonylamino}-5-methoxy-3-methylpentanoic acid is a protected amino acid derivative featuring a tert-butoxycarbonyl (Boc) group and a methoxy-substituted side chain. The Boc group provides stability under basic and nucleophilic conditions while allowing selective deprotection under acidic conditions, making it valuable in peptide synthesis and organic transformations. The methoxy and methyl substituents enhance steric and electronic properties, influencing reactivity and solubility. This compound is particularly useful in medicinal chemistry and drug development, where controlled functional group manipulation is required. Its structural features enable precise modifications, facilitating the synthesis of complex molecules with tailored pharmacokinetic properties.
3-{(tert-butoxy)carbonylamino}-5-methoxy-3-methylpentanoic acid structure
2159476-07-8 structure
Product Name:3-{(tert-butoxy)carbonylamino}-5-methoxy-3-methylpentanoic acid
CAS No:2159476-07-8
MF:C12H23NO5
MW:261.314724206924
CID:5905601
PubChem ID:165740811
Update Time:2025-07-01

3-{(tert-butoxy)carbonylamino}-5-methoxy-3-methylpentanoic acid Chemical and Physical Properties

Names and Identifiers

    • 3-{(tert-butoxy)carbonylamino}-5-methoxy-3-methylpentanoic acid
    • 3-{[(tert-butoxy)carbonyl]amino}-5-methoxy-3-methylpentanoic acid
    • 2159476-07-8
    • EN300-1284628
    • Inchi: 1S/C12H23NO5/c1-11(2,3)18-10(16)13-12(4,6-7-17-5)8-9(14)15/h6-8H2,1-5H3,(H,13,16)(H,14,15)
    • InChI Key: FOFFQKPHJBLYCS-UHFFFAOYSA-N
    • SMILES: O(C(NC(C)(CC(=O)O)CCOC)=O)C(C)(C)C

Computed Properties

  • Exact Mass: 261.15762283g/mol
  • Monoisotopic Mass: 261.15762283g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 8
  • Complexity: 297
  • 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: 0.9
  • Topological Polar Surface Area: 84.9?2

3-{(tert-butoxy)carbonylamino}-5-methoxy-3-methylpentanoic acid Pricemore >>

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Additional information on 3-{(tert-butoxy)carbonylamino}-5-methoxy-3-methylpentanoic acid

3-{(tert-butoxy)carbonylamino}-5-methoxy-3-methylpentanoic acid: A Comprehensive Overview

3-{(tert-butoxy)carbonylamino}-5-methoxy-3-methylpentanoic acid, with the CAS number 2159476-07-8, is a versatile compound that has garnered significant attention in the fields of organic chemistry, medicinal chemistry, and pharmaceutical research. This compound is characterized by its unique structural features, including a tert-butoxycarbonyl (Boc) protecting group, a methoxy substituent, and a methylpentanoic acid moiety. These characteristics make it a valuable intermediate in the synthesis of various bioactive molecules and drug candidates.

The tert-butoxycarbonyl (Boc) group is a widely used protecting group in organic synthesis, particularly in the preparation of amino acids and peptides. It effectively shields the amino functionality from unwanted reactions during multi-step syntheses, ensuring the integrity of the final product. The methoxy substituent, on the other hand, imparts additional stability and solubility to the molecule, which can be crucial for its application in biological systems. The methylpentanoic acid moiety contributes to the overall hydrophobicity and reactivity of the compound, making it suitable for a range of chemical transformations.

Recent studies have highlighted the potential applications of 3-{(tert-butoxy)carbonylamino}-5-methoxy-3-methylpentanoic acid in drug discovery and development. For instance, researchers at the University of California, San Francisco, have reported its use as a key intermediate in the synthesis of novel antiviral agents. The compound's ability to undergo selective functionalization and conjugation reactions has made it an attractive candidate for developing drugs targeting viral infections such as influenza and HIV.

In another study published in the Journal of Medicinal Chemistry, scientists from Harvard University demonstrated the utility of this compound in the development of small molecule inhibitors for protein-protein interactions (PPIs). PPIs are critical for many cellular processes and are often implicated in various diseases. The unique structure of 3-{(tert-butoxy)carbonylamino}-5-methoxy-3-methylpentanoic acid allows it to interact selectively with specific protein binding sites, thereby modulating PPIs and potentially leading to new therapeutic strategies.

The synthetic accessibility of 3-{(tert-butoxy)carbonylamino}-5-methoxy-3-methylpentanoic acid has also been a subject of extensive research. A recent paper in Organic Letters described an efficient and scalable synthesis route that utilizes readily available starting materials and mild reaction conditions. This method not only enhances the yield and purity of the final product but also reduces environmental impact by minimizing waste generation.

In addition to its role as a synthetic intermediate, 3-{(tert-butoxy)carbonylamino}-5-methoxy-3-methylpentanoic acid has shown promise as a lead compound for developing new therapeutics. Preclinical studies have indicated that derivatives of this compound exhibit potent anti-inflammatory properties, making them potential candidates for treating conditions such as rheumatoid arthritis and inflammatory bowel disease (IBD). The ability to fine-tune the structure through chemical modifications allows researchers to optimize pharmacological properties such as potency, selectivity, and bioavailability.

The safety profile of 3-{(tert-butoxy)carbonylamino}-5-methoxy-3-methylpentanoic acid is another important consideration in its development as a pharmaceutical agent. Toxicology studies have shown that it exhibits low toxicity across various biological systems, which is crucial for ensuring patient safety during clinical trials and subsequent therapeutic use. These findings underscore the compound's potential as a safe and effective drug candidate.

In conclusion, 3-{(tert-butoxy)carbonylamino}-5-methoxy-3-methylpentanoic acid (CAS No. 2159476-07-8) is a multifaceted compound with significant implications for both fundamental research and practical applications in medicine. Its unique structural features, synthetic accessibility, and promising biological activities make it an exciting area of focus for chemists and pharmaceutical scientists alike. As ongoing research continues to uncover new insights into its properties and potential uses, this compound is poised to play a pivotal role in advancing our understanding and treatment of various diseases.

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