Cas no 134419-57-1 (Azetidine-2-carboxylic acid methylester)

Azetidine-2-carboxylic acid methylester is a versatile heterocyclic building block in organic synthesis, particularly valued for its strained four-membered azetidine ring. This ester derivative of azetidine-2-carboxylic acid offers enhanced reactivity due to the ring strain and the electrophilic nature of the ester group, making it useful in the preparation of peptidomimetics, constrained amino acid analogs, and bioactive compounds. Its compact structure facilitates the introduction of conformational rigidity into molecular frameworks, which is advantageous in medicinal chemistry for modulating target interactions. The methyl ester group improves solubility and handling compared to the free acid, streamlining synthetic applications.
Azetidine-2-carboxylic acid methylester structure
134419-57-1 structure
Product Name:Azetidine-2-carboxylic acid methylester
CAS No:134419-57-1
MF:C5H9NO2
MW:115.130461454391
MDL:MFCD06658473
CID:137418
PubChem ID:13246222
Update Time:2025-11-02

Azetidine-2-carboxylic acid methylester Chemical and Physical Properties

Names and Identifiers

    • Methyl azetidine-2-carboxylate
    • 2-Azetidinecarboxylic acid methyl ester
    • AZETIDINE-2-CARBOXYLIC ACID METHYL ESTER,
    • Azetidin-2-carbonsaeure-methylester
    • METHYL 2-AZETIDINECARBOXYLATE
    • Azetidine-2-carboxylic acid methyl ester
    • methylazetidine-2-carboxylate
    • AZetidine-2-carboxylic acid methyl ester (H-DL-AZe-OMe)
    • methyl 2-azetidine-carboxylate
    • MFCD06658473
    • DTXSID90531752
    • SB44817
    • SB45684
    • MB03946
    • AKOS006277411
    • FT-0693603
    • EN300-220838
    • 4-{[(4-Methoxy-benzoyl)-(4-methyl-benzyl)-amino]-methyl}-3-nitro-benzoicacid
    • SCHEMBL2065284
    • 134419-57-1
    • 2-Azetidinecarboxylic acid, methyl ester
    • DB-063022
    • Azetidine-2-carboxylic acid methylester
    • MDL: MFCD06658473
    • Inchi: 1S/C5H9NO2/c1-8-5(7)4-2-3-6-4/h4,6H,2-3H2,1H3
    • InChI Key: CHNOQXRIMCFHKZ-UHFFFAOYSA-N
    • SMILES: O(C)C(C1CCN1)=O

Computed Properties

  • Exact Mass: 115.06300
  • Monoisotopic Mass: 115.063328530g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 8
  • Rotatable Bond Count: 2
  • Complexity: 103
  • 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: -0.1
  • Topological Polar Surface Area: 38.3?2

Experimental Properties

  • Density: 1.1
  • Boiling Point: 144.666 °C at 760 mmHg
  • Flash Point: 41.293 °C
  • Refractive Index: 1.45
  • PSA: 38.33000
  • LogP: -0.14990

Azetidine-2-carboxylic acid methylester Customs Data

  • HS CODE:2933990090
  • Customs Data:

    China Customs Code:

    2933990090

    Overview:

    2933990090. Other heterocyclic compounds containing only nitrogen heteroatoms. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Azetidine-2-carboxylic acid methylester Pricemore >>

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Additional information on Azetidine-2-carboxylic acid methylester

Exploring the Versatile Applications of Azetidine-2-carboxylic acid methylester (CAS No. 134419-57-1)

Azetidine-2-carboxylic acid methylester (CAS No. 134419-57-1) is a highly specialized organic compound that has garnered significant attention in the fields of medicinal chemistry, pharmaceutical research, and material science. This heterocyclic compound, featuring a four-membered azetidine ring, serves as a crucial building block in the synthesis of various bioactive molecules. Researchers and industry professionals are increasingly interested in Azetidine-2-carboxylic acid derivatives due to their unique structural properties and potential applications in drug development.

The molecular structure of Azetidine-2-carboxylic acid methylester combines the strained ring system of azetidine with an ester functional group, making it a valuable intermediate in organic synthesis. This compound is particularly notable for its role in creating constrained amino acid analogs, which are essential in peptide mimetics and drug design. The methyl ester group in this molecule enhances its reactivity, allowing for efficient transformations in synthetic pathways.

In pharmaceutical applications, Azetidine-2-carboxylic acid methylester has shown promise in the development of novel therapeutic agents. Its structural features make it an ideal candidate for creating protease inhibitors and enzyme modulators, which are currently hot topics in drug discovery. Recent studies have explored its potential in addressing challenging medical conditions, aligning with the growing interest in targeted drug delivery systems and precision medicine approaches.

The compound's significance extends to material science, where researchers are investigating its use in creating advanced polymeric materials. The strained azetidine ring can impart unique mechanical and thermal properties to polymers, making them suitable for specialized applications. This aligns with current industry trends focusing on high-performance materials and sustainable chemistry solutions.

From a synthetic chemistry perspective, Azetidine-2-carboxylic acid methylester offers several advantages. Its ring-strained structure provides interesting reactivity patterns that differ from larger heterocycles, making it valuable for click chemistry applications and bioorthogonal reactions. These properties are particularly relevant in the context of modern bioconjugation techniques and chemical biology research.

Quality control and characterization of Azetidine-2-carboxylic acid methylester are critical aspects of its utilization. Advanced analytical techniques such as HPLC, NMR spectroscopy, and mass spectrometry are routinely employed to ensure the compound's purity and structural integrity. These analytical methods are essential topics in current chemical analysis discussions and quality assurance protocols.

The market for Azetidine derivatives has been growing steadily, driven by increasing demand from pharmaceutical and research sectors. Manufacturers focusing on high-purity heterocyclic compounds are paying close attention to this compound's production and applications. The compound's relevance in medicinal chemistry and drug discovery makes it a subject of ongoing research and commercial interest.

Storage and handling of Azetidine-2-carboxylic acid methylester require standard laboratory precautions. While not classified as hazardous under normal conditions, proper storage in cool, dry environments is recommended to maintain stability. These considerations are part of broader discussions about chemical safety and best laboratory practices in research settings.

Future research directions for Azetidine-2-carboxylic acid methylester include exploring its potential in catalysis and asymmetric synthesis. The compound's unique structure may offer new opportunities in developing chiral auxiliaries and organocatalysts, areas that are currently receiving significant attention in synthetic chemistry. These developments align with the growing emphasis on green chemistry principles and atom-efficient synthetic methods.

In conclusion, Azetidine-2-carboxylic acid methylester (CAS No. 134419-57-1) represents an important class of heterocyclic compounds with diverse applications across multiple scientific disciplines. Its unique structural features and reactivity profile continue to make it a valuable tool in organic synthesis, pharmaceutical research, and material science. As research progresses, this compound is likely to play an increasingly significant role in addressing current challenges in these fields.

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