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CS-W001157 4
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1-Methyl-2-oxopyrrolidine-3-carboxylic acid

  • CAS No. 30932-84-4

  • Cat. No. CS-0096284
  • Purity≥97%
  • MDL No.MFCD19228580

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

1-Methyl-2-oxopyrrolidine-3-carboxylic acid|CS-0096284

Structure of 30932-84-4

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General Information

  • CAS No. 30932-84-4
  • Cat. No. CS-0096284
  • Purity ≥97%
  • MDL No. MFCD19228580
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₉NO₃
  • Molecular Weight 143.14
  • Synonym(s) 1-Methyl-2-oxo-3-Pyrrolidinecarboxylic acid
  • SMILES O=C(C1C(N(C)CC1)=O)O

Description

1-Methyl-2-oxopyrrolidine-3-carboxylic acid features a rigid pyrrolidinone core with a methyl group at the 1-position, enhancing metabolic stability. The carboxylic acid moiety enables direct conjugation or derivatization, while the ketone at C2 provides a polar handle for synthetic transformations. This scaffold integrates readily into bioactive molecules and serves as a key building block in medicinal chemistry campaigns targeting CNS modulators and protease inhibitors.

Application

1-Methyl-2-oxopyrrolidine-3-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling efficient access to pyrrolidinone-containing scaffolds. Its well-defined reactivity facilitates amide bond formation, cyclization reactions, and incorporation into bioactive molecules. The molecule exhibits favorable bench stability and straightforward purification, making it suitable for high-throughput synthesis and process development.

Synthesis

  • Route1
    • Methyl 1-Methyl-2-oxopyrrolidine-3-carboxylate|CS-0130530
      114724-98-0
    • ~72%
    • In-stock
      1-Methyl-2-oxopyrrolidine-3-carboxylic acid|CS-0096284
      30932-84-4

    References

    • ARRAY BIOPHARMA INC.; GENENTECH, INC. Patent: WO2007/146824 A2, 2007 ; Location in patent: Page/Page column 154 ; WO 2007/146824 A2
  • Route2
    • null|null
      1370017-97-2
    • ~%
    • In-stock
      1-Methyl-2-oxopyrrolidine-3-carboxylic acid|CS-0096284
      30932-84-4

    References

    • Moody, Catherine L.; Franckevicius, Vilius; Drouhin, Pauline; Klein, Johannes E.M.N.; Taylor, Richard J.K. Tetrahedron Letters, 2012 , vol. 53, # 15 p. 1897 - 1899
  • Route3

    References

    • Moody, Catherine L.; Franckevicius, Vilius; Drouhin, Pauline; Klein, Johannes E.M.N.; Taylor, Richard J.K. Tetrahedron Letters, 2012 , vol. 53, # 15 p. 1897 - 1899

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   57.61
  • LogP   -0.4507
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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