Cas no 54571-66-3 (Methyl 5-oxopyrrolidine-2-carboxylate)

Methyl 5-oxopyrrolidine-2-carboxylate is a versatile heterocyclic compound featuring a pyrrolidone core with a methyl ester and a ketone functional group. This structure makes it a valuable intermediate in organic synthesis, particularly for pharmaceuticals and fine chemicals. Its reactivity allows for further functionalization, enabling the construction of complex molecules such as peptidomimetics and bioactive compounds. The ester group offers flexibility for hydrolysis or transesterification, while the ketone moiety can participate in condensation or reduction reactions. The compound's stability under standard conditions ensures consistent performance in synthetic applications. Its high purity and well-defined properties make it suitable for research and industrial-scale processes requiring precise control over molecular architecture.
Methyl 5-oxopyrrolidine-2-carboxylate structure
54571-66-3 structure
Product Name:Methyl 5-oxopyrrolidine-2-carboxylate
CAS No:54571-66-3
MF:C6H9NO3
MW:143.140561819077
MDL:MFCD03844651
CID:375872
PubChem ID:500249
Update Time:2025-11-02

Methyl 5-oxopyrrolidine-2-carboxylate Chemical and Physical Properties

Names and Identifiers

    • Methyl DL-pyroglutamate
    • 5-OXO-PYRROLIDINE-2-CARBOXYLIC ACID METHYL ESTER
    • Methyl (S)-(+)-2-pyrrolidone-5-carboxylate
    • methyl 5-oxo-2-pyrrolidinecarboxylate
    • methyl 5-oxo-DL-prolinate
    • Methyl 5-oxopyrrolidine-2-carboxylate
    • Proline, 5-oxo-, methylester
    • (+/-)-methyl 5-oxopyrrolidine-2-carboxylate
    • (+/-)-methyl pyrroglutamate
    • 4-oxo-Pro-OMe
    • 5-Oxo-DL-proline methyl ester
    • 5-oxo-proline methyl ester
    • methyl pyroglutamate
    • H-DL-Pyr-OH
    • 5-Oxopyrrolidine-2-carboxylic Acid Methyl Ester
    • DL-Pyroglutamic Acid Methyl Ester
    • Methyl (R)-2-pyrrolidone-5-carboxylate
    • HQGPKMSGXAUKHT-UHFFFAOYSA-N
    • 5-oxo-2-pyrrolidinecarboxylic acid methyl ester
    • Methyl 5-oxo-2-pyrrolidinecarboxylate #
    • MDL: MFCD03844651
    • Inchi: 1S/C6H9NO3/c1-10-6(9)4-2-3-5(8)7-4/h4H,2-3H2,1H3,(H,7,8)
    • InChI Key: HQGPKMSGXAUKHT-UHFFFAOYSA-N
    • SMILES: O(C)C(C1CCC(N1)=O)=O

Computed Properties

  • Exact Mass: 143.05800
  • Monoisotopic Mass: 143.058243
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 2
  • 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
  • Topological Polar Surface Area: 55.4

Experimental Properties

  • Color/Form: Pale-yellow to Yellow-brown Liquid
  • Density: 1.204
  • Melting Point: 21-23 °C Lit
  • Boiling Point: 135°C/1mmHg(lit.)
  • Flash Point: 138.1℃
  • Refractive Index: 1.48
  • PSA: 55.40000
  • LogP: -0.23320
  • Sensitiveness: Sensitive to air

Methyl 5-oxopyrrolidine-2-carboxylate Security Information

Methyl 5-oxopyrrolidine-2-carboxylate Customs Data

  • HS CODE:2933790090
  • Customs Data:

    China Customs Code:

    2933790090

    Overview:

    2933790090 Other lactams. VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:9.0% 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:

    2933790090. other lactams. VAT:17.0%. Tax rebate rate:9.0%. . MFN tariff:9.0%. General tariff:20.0%

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Methyl 5-oxopyrrolidine-2-carboxylate Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:54571-66-3)Methyl 5-oxopyrrolidine-2-carboxylate
Order Number:A830249
Stock Status:in Stock
Quantity:500g
Purity:99%
Pricing Information Last Updated:Monday, 2 September 2024 15:16
Price ($):332.0

Additional information on Methyl 5-oxopyrrolidine-2-carboxylate

Comprehensive Overview of Methyl 5-oxopyrrolidine-2-carboxylate (CAS No. 54571-66-3): Properties, Applications, and Industry Insights

Methyl 5-oxopyrrolidine-2-carboxylate (CAS No. 54571-66-3) is a versatile organic compound widely recognized for its role in pharmaceutical synthesis and specialty chemical applications. This ester derivative of pyrrolidine features a 5-oxo (γ-lactam) moiety and a methyl carboxylate group, making it a valuable intermediate in medicinal chemistry. Its molecular formula, C6H9NO3, and structural uniqueness have garnered attention in research on bioactive molecules, peptide mimetics, and heterocyclic scaffolds.

In recent years, the demand for Methyl 5-oxopyrrolidine-2-carboxylate has surged due to its utility in designing small-molecule drugs targeting neurological and metabolic disorders. Researchers frequently explore its structure-activity relationships (SAR) to optimize drug candidates, particularly for GABA receptor modulators and enzyme inhibitors. The compound’s compatibility with green chemistry protocols—such as solvent-free reactions or catalytic hydrogenation—aligns with the industry’s shift toward sustainable synthesis.

From a technical perspective, CAS 54571-66-3 exhibits a melting point range of 80–85°C and moderate solubility in polar solvents like ethanol and DMSO. Its stability under inert conditions makes it suitable for multistep synthetic routes. Analytical techniques such as HPLC, NMR, and mass spectrometry are commonly employed for purity verification, addressing the stringent quality requirements of GMP manufacturing.

The compound’s relevance extends to cosmetic science, where it serves as a precursor for skin-conditioning agents. Studies highlight its potential in formulating anti-aging creams due to its mild exfoliating properties and compatibility with hyaluronic acid derivatives. This dual applicability in pharma and cosmetics underscores its cross-industry appeal.

Emerging trends in AI-driven drug discovery have further amplified interest in Methyl 5-oxopyrrolidine-2-carboxylate. Computational models leverage its structural data to predict ADMET profiles (absorption, distribution, metabolism, excretion, toxicity) of derivative compounds. Such applications align with frequent search queries like "pyrrolidine derivatives in drug design" or "CAS 54571-66-3 suppliers", reflecting its commercial and academic demand.

Regulatory compliance remains a critical consideration. While 54571-66-3 is not classified as hazardous under major chemical inventories (e.g., REACH, TSCA), proper handling protocols—including PPE and ventilation—are recommended during lab-scale use. Suppliers often provide technical data sheets (TDS) and certificates of analysis (CoA) to ensure transparency.

In conclusion, Methyl 5-oxopyrrolidine-2-carboxylate exemplifies the intersection of innovation and practicality in modern chemistry. Its adaptability across drug development, cosmeceuticals, and computational chemistry positions it as a compound of enduring significance. As research advances, its role in addressing global health challenges and sustainable production will likely expand, reinforcing its status as a cornerstone of synthetic organic chemistry.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:54571-66-3)Methyl 5-oxopyrrolidine-2-carboxylate
A830249
Purity:99%
Quantity:500g
Price ($):332.0
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