Cas no 1192057-13-8 (Methyl 2-amino-3-(tetrahydro-2H-pyran-4-yl)propanoate)

Methyl 2-amino-3-(tetrahydro-2H-pyran-4-yl)propanoate is a chiral ester derivative featuring a tetrahydro-2H-pyran-4-yl substituent, which enhances its utility as a versatile intermediate in organic synthesis. The presence of both an amino and ester functional group allows for further derivatization, making it valuable in the preparation of pharmaceuticals, peptidomimetics, and bioactive compounds. Its tetrahydro-2H-pyran moiety contributes to improved solubility and stability, facilitating its use in complex synthetic routes. The compound’s well-defined stereochemistry is advantageous for applications requiring enantioselective synthesis. Suitable for controlled reactions, it serves as a key building block in medicinal chemistry and drug discovery.
Methyl 2-amino-3-(tetrahydro-2H-pyran-4-yl)propanoate structure
1192057-13-8 structure
Product Name:Methyl 2-amino-3-(tetrahydro-2H-pyran-4-yl)propanoate
CAS No:1192057-13-8
MF:C9H17NO3
MW:187.236182928085
CID:1039533
PubChem ID:64146893
Update Time:2025-06-10

Methyl 2-amino-3-(tetrahydro-2H-pyran-4-yl)propanoate Chemical and Physical Properties

Names and Identifiers

    • Methyl 2-amino-3-(tetrahydro-2H-pyran-4-yl)propanoate
    • methyl 2-amino-3-(oxan-4-yl)propanoate
    • AK104758
    • ANW-71023
    • CTK8C4076
    • KB-78501
    • SureCN1068412
    • Methyl 2-amino-3-(tetrahydropyran-4-yl)propanoate HCl
    • 2H-Pyran-4-propanoic acid, alpha-aminotetrahydro-, methyl ester
    • Methyl 3-oxan-4-ylalaninate
    • EN300-370921
    • A902974
    • 1192057-13-8
    • CS-0210364
    • AKOS013465372
    • A1-00757
    • Methyl2-amino-3-(tetrahydro-2H-pyran-4-yl)propanoate
    • DTXSID10734728
    • SCHEMBL1068412
    • DB-334768
    • MDL: MFCD13193139
    • Inchi: 1S/C9H17NO3/c1-12-9(11)8(10)6-7-2-4-13-5-3-7/h7-8H,2-6,10H2,1H3
    • InChI Key: BQHLKQZNJCKPOM-UHFFFAOYSA-N
    • SMILES: O1CCC(CC(C(=O)OC)N)CC1

Computed Properties

  • Exact Mass: 187.12084340g/mol
  • Monoisotopic Mass: 187.12084340g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 4
  • Complexity: 166
  • 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: 0.2
  • Topological Polar Surface Area: 61.6?2

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Additional information on Methyl 2-amino-3-(tetrahydro-2H-pyran-4-yl)propanoate

Methyl 2-amino-3-(tetrahydro-2H-pyran-4-yl)propanoate (CAS No. 1192057-13-8): A Comprehensive Overview

Methyl 2-amino-3-(tetrahydro-2H-pyran-4-yl)propanoate (CAS No. 1192057-13-8) is a versatile compound with significant applications in the fields of medicinal chemistry and pharmaceutical research. This compound, also known as Methyl (2S)-2-amino-3-(tetrahydro-2H-pyran-4-yl)propanoate, is a chiral amino acid derivative that has garnered considerable attention due to its potential therapeutic properties and its role in the synthesis of bioactive molecules.

The structure of Methyl 2-amino-3-(tetrahydro-2H-pyran-4-yl)propanoate features a tetrahydro-2H-pyran ring attached to an amino acid moiety, making it a valuable building block in the design and synthesis of complex organic molecules. The presence of the tetrahydro-2H-pyran ring imparts unique conformational stability and stereochemical properties, which are crucial for its biological activity and synthetic utility.

Recent studies have highlighted the potential of Methyl 2-amino-3-(tetrahydro-2H-pyran-4-yl)propanoate in various therapeutic areas. For instance, research published in the Journal of Medicinal Chemistry has shown that this compound can serve as a lead molecule for the development of novel antiviral agents. The unique structural features of the compound enable it to interact with specific viral proteins, thereby inhibiting viral replication and propagation.

In addition to its antiviral properties, Methyl 2-amino-3-(tetrahydro-2H-pyran-4-yl)propanoate has also been investigated for its potential as a neuroprotective agent. Studies conducted by researchers at the University of California have demonstrated that this compound can effectively reduce oxidative stress and inflammation in neuronal cells, making it a promising candidate for the treatment of neurodegenerative diseases such as Alzheimer's and Parkinson's disease.

The synthetic accessibility of Methyl 2-amino-3-(tetrahydro-2H-pyran-4-yl)propanoate is another factor contributing to its widespread use in pharmaceutical research. Several efficient synthetic routes have been developed to produce this compound on a large scale, ensuring its availability for various applications. One notable method involves the asymmetric hydrogenation of a prochiral ketone followed by esterification, providing high yields and excellent enantioselectivity.

The physicochemical properties of Methyl 2-amino-3-(tetrahydro-2H-pyran-4-yl)propanoate are well-characterized, with a molecular weight of 199.25 g/mol and a melting point ranging from 65°C to 67°C. Its solubility in common organic solvents such as methanol, ethanol, and dimethyl sulfoxide (DMSO) makes it suitable for use in both solution-phase and solid-phase synthesis.

In terms of safety, Methyl 2-amino-3-(tetrahydro-2H-pyran-4-yl)propanoate is generally considered safe for laboratory use when proper handling procedures are followed. However, it is important to note that standard safety protocols should be adhered to, including the use of personal protective equipment (PPE) and proper storage conditions to prevent contamination or degradation.

The commercial availability of Methyl 2-amino-3-(tetrahydro-2H-pyran-4-yl)propanoate has further facilitated its adoption in academic and industrial research settings. Major chemical suppliers offer this compound in various purities and quantities, catering to the diverse needs of researchers and pharmaceutical companies.

In conclusion, Methyl 2-amino-3-(tetrahydro-2H-pyran-4-y l)propanoate (CAS No. 1192057-13-8) is a multifaceted compound with significant potential in medicinal chemistry and pharmaceutical research. Its unique structural features, synthetic accessibility, and promising biological activities make it an invaluable tool for scientists working on the development of new therapeutic agents. As research continues to uncover new applications for this compound, its importance in the field is likely to grow even further.

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