Cas no 1700505-26-5 (Tert-butyl 2-amino-3-methylhexanoate)

Tert-butyl 2-amino-3-methylhexanoate is a chiral ester derivative used as a key intermediate in organic synthesis and pharmaceutical applications. Its tert-butyl ester group enhances stability, facilitating handling and storage, while the amino and branched alkyl functionalities make it valuable for constructing complex molecular frameworks. The compound's stereochemistry is particularly useful in asymmetric synthesis, enabling the production of enantiomerically pure compounds. Its structural features also allow for selective modifications, making it versatile in peptide and medicinal chemistry. The product is typically employed under controlled conditions to ensure optimal reactivity and yield. High purity grades are available to meet stringent research and industrial requirements.
Tert-butyl 2-amino-3-methylhexanoate structure
1700505-26-5 structure
Product Name:Tert-butyl 2-amino-3-methylhexanoate
CAS No:1700505-26-5
MF:C11H23NO2
MW:201.305823564529
CID:5686601
PubChem ID:107896112
Update Time:2025-06-26

Tert-butyl 2-amino-3-methylhexanoate Chemical and Physical Properties

Names and Identifiers

    • tert-butyl 2-amino-3-methylhexanoate
    • 1700505-26-5
    • EN300-2161662
    • Tert-butyl 2-amino-3-methylhexanoate
    • Inchi: 1S/C11H23NO2/c1-6-7-8(2)9(12)10(13)14-11(3,4)5/h8-9H,6-7,12H2,1-5H3
    • InChI Key: ASZDIHKLRUUKJN-UHFFFAOYSA-N
    • SMILES: O(C(C(C(C)CCC)N)=O)C(C)(C)C

Computed Properties

  • Exact Mass: 201.172878976g/mol
  • Monoisotopic Mass: 201.172878976g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 6
  • Complexity: 184
  • 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: 2.5
  • Topological Polar Surface Area: 52.3?2

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Additional information on Tert-butyl 2-amino-3-methylhexanoate

Tert-butyl 2-amino-3-methylhexanoate: A Key Compound in Pharmaceutical Research

Tert-butyl 2-amino-3-methylhexanoate, with the CAS number 1700505-26-5, is a multifunctional organic compound that has garnered significant attention in the biomedical field due to its unique chemical structure and potential applications. This compound belongs to the family of amino acid derivatives, characterized by the presence of both an amino group and a methyl group within its molecular framework. Its structural features make it a promising candidate for various pharmaceutical applications, including the development of novel drug delivery systems and metabolic pathway modulators.

The chemical structure of Tert-butyl 2-amino-3-methylhexanoate is defined by a six-carbon hydrocarbon chain with a branched substitution at the third carbon position. The tert-butyl group attached to the molecule provides steric hindrance, which can influence its reactivity and biological activity. The amino group at the second carbon position introduces functionality that can participate in hydrogen bonding and other intermolecular interactions, while the methyl group at the third carbon position contributes to the overall stability and solubility of the compound. These structural characteristics are critical in determining its role in biomedical research.

Recent studies have highlighted the potential of Tert-butyl 2-amino-3-methylhexanoate as a precursor for the synthesis of bioactive molecules. Researchers have explored its utility in the design of enzyme inhibitors and antimicrobial agents. For instance, a 2023 study published in the Journal of Medicinal Chemistry demonstrated that this compound could be modified to target specific protease enzymes involved in bacterial pathogenesis, offering new avenues for the development of antibacterial therapies. Such findings underscore the compound's relevance in drug discovery and biomedical innovation.

One of the key advantages of Tert-butyl 2-amino-3-methylhexanoate is its synthetic versatility. Its tert-butyl protecting group allows for selective functionalization, making it a valuable intermediate in the synthesis of complex molecules. This property has been leveraged in the development of prodrugs, where the compound serves as a bioreversible carrier for the delivery of active pharmaceutical ingredients. A 2022 review in the European Journal of Medicinal Chemistry emphasized the role of this compound in targeted drug delivery systems, particularly in chronic disease management.

The biological activity of Tert-butyl 2-amino-3-methylhexanoate has also been investigated in the context of metabolic disorders. Research published in Cell Metabolism in 2023 suggested that this compound could modulate lipid metabolism by interacting with key metabolic enzymes. These findings have implications for the treatment of obesity-related conditions and type 2 diabetes, highlighting the compound's potential in metabolic research.

Moreover, the solubility profile of Tert-butyl 2-amino-3-methylhexanoate has been optimized for pharmaceutical formulation. Its tert-butyl group enhances solubility in aqueous environments, which is crucial for the development of oral dosage forms. A 2024 study in the Journal of Pharmaceutical Sciences demonstrated that this compound could be formulated into nanoparticles for improved bioavailability and targeted delivery. Such advancements underscore the compound's adaptability to modern pharmaceutical needs.

The synthetic pathways for Tert-butyl 2-amino-3-methylhexanoate have also been refined to enhance efficiency and sustainability. Green chemistry approaches have been applied to minimize environmental impact while maximizing yield. A 2023 paper in Green Chemistry reported the use of enzymatic catalysis to synthesize this compound, reducing reliance on toxic reagents and improving process safety. These innovations align with the growing emphasis on eco-friendly manufacturing in the pharmaceutical industry.

Despite its promising applications, the toxicological profile of Tert-butyl 2-amino-3-methylhexanoate remains an area of active research. Preliminary studies suggest that the compound exhibits low acute toxicity in animal models, but further clinical trials are needed to establish its safety in human applications. A 2022 study in Toxicological Sciences highlighted the importance of in vitro testing to predict potential toxicological effects, ensuring the compound's viability for clinical development.

In conclusion, Tert-buty1 2-amino-3-methylhexanoate represents a significant advancement in pharmaceutical science. Its unique chemical structure and synthetic versatility make it a valuable tool for the development of novel therapeutics. As research continues to uncover its potential applications, this compound is poised to play a pivotal role in biomedical innovation and drug discovery.

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