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CS-W001157 4
Total: USD 88.00

1-Methyl-5-oxo-pyrrolidine-2-carboxylic acid methyl ester

  • CAS No. 190783-99-4

  • Cat. No. CS-W001488
  • Purity≥98%
  • MDL No.MFCD12026428

*For research and further manufacturing use only, not for direct human use.

1-Methyl-5-oxo-pyrrolidine-2-carboxylic acid methyl ester|CS-W001488

Structure of 190783-99-4

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General Information

  • CAS No. 190783-99-4
  • Cat. No. CS-W001488
  • Purity ≥98%
  • MDL No. MFCD12026428
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₁₁NO₃
  • Molecular Weight 157.17
  • Synonym(s) 1-Methyl-5-oxoproline methyl ester
  • SMILES CN1C(CCC1=O)C(=O)OC

Description

1-Methyl-5-oxo-pyrrolidine-2-carboxylic acid methyl ester features a reactive pyrrolidinone core with a methyl ester handle, enabling direct incorporation into peptide couplings. The electron-deficient carbonyl at C5 enhances nucleophilic attack efficiency, while the N-methyl group improves solubility and metabolic stability. This scaffold serves as a key building block in bioactive molecule synthesis.

Application

1-Methyl-5-oxo-pyrrolidine-2-carboxylic acid methyl ester serves as a versatile building block in synthetic organic chemistry, enabling efficient access to pyrrolidine-based heterocycles and bioactive scaffolds. Its α,β-unsaturated carbonyl motif facilitates Michael additions, while the ester functionality supports subsequent hydrolysis or coupling reactions. Bench-stable and readily purified by standard chromatographic methods, it functions effectively in both small-molecule synthesis and medicinal chemistry campaigns requiring robust, functionalized nitrogen-containing frameworks.

Synthesis

  • Route1
    • null|null
      77-78-1
    • In-stock
      DL-Pyroglutamic acid|CS-W013454
      149-87-1
    • ~84%
    • In-stock
      1-Methyl-5-oxo-pyrrolidine-2-carboxylic acid methyl ester|CS-W001488
      190783-99-4

    References

    • Cauliez; Rigo; Fasseru; Couturier Journal of Heterocyclic Chemistry, 1991 , vol. 28, # 4 p. 1143 - 1146
  • Route2
    • null|null
      74-88-4
    • ~%
    • In-stock
      1-Methyl-5-oxo-pyrrolidine-2-carboxylic acid methyl ester|CS-W001488
      190783-99-4

    References

    • US2008/9541 A1, ; Page/Page column 15 ;
  • Route3
    • null|null
      77-78-1
    • In-stock
      Methyl L-pyroglutamate|CS-D0637
      4931-66-2
    • ~84%
    • In-stock
      1-Methyl-5-oxo-pyrrolidine-2-carboxylic acid methyl ester|CS-W001488
      190783-99-4

    References

    • Cauliez; Rigo; Fasseru; Couturier Journal of Heterocyclic Chemistry, 1991 , vol. 28, # 4 p. 1143 - 1146

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   46.61
  • LogP   -0.2198
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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