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CS-W001157 4
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2-Oxopyrrolidine-1-carbaldehyde

  • CAS No. 40321-44-6

  • Cat. No. CS-0136637
  • Purity≥95%
  • MDL No.MFCD19690622

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

2-Oxopyrrolidine-1-carbaldehyde|CS-0136637

Structure of 40321-44-6

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General Information

  • CAS No. 40321-44-6
  • Cat. No. CS-0136637
  • Purity ≥95%
  • MDL No. MFCD19690622
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₇NO₂
  • Molecular Weight 113.11
  • Synonym(s) None
  • SMILES O=CN1C(CCC1)=O

Description

2-Oxopyrrolidine-1-carbaldehyde features a reactive aldehyde group flanked by a lactam ring, enabling direct incorporation into heterocyclic scaffolds. This electron-deficient carbonyl system facilitates nucleophilic addition and condensation reactions under mild conditions, serving as a key intermediate in the synthesis of bioactive nitrogen-containing compounds.

Application

2-Oxopyrrolidine-1-carbaldehyde serves as a versatile synthon in medicinal chemistry, enabling efficient construction of pyrrolidine-based heterocycles and bioactive scaffolds. Its α,β-unsaturated carbonyl system facilitates Michael additions, reductive aminations, and cyclizations under mild conditions. The aldehyde functionality provides high reactivity for coupling reactions, while the lactam ring ensures stability and compatibility with diverse functional groups. This compound functions as a key building block in the synthesis of targeted small molecules and cyclic peptides.

Synthesis

  • Route1
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      616-45-5
    • Sodium formate|CS-0129037
      141-53-7
    • ~%
    • In-stock
      2-Oxopyrrolidine-1-carbaldehyde|CS-0136637
      40321-44-6

    References

    • Mathieson, Jennifer E.; Crawford, James J.; Schmidtmann, Marc; Marquez, Rodolfo Organic and Biomolecular Chemistry, 2009 , vol. 7, # 10 p. 2170 - 2175
  • Route2
    • null|null
      616-45-5
    • null|null
      26944-31-0
    • ~75%
    • In-stock
      2-Oxopyrrolidine-1-carbaldehyde|CS-0136637
      40321-44-6

    References

    • Gramain, J. C.; Remuson, R. Synthesis, 1982 , # 4 p. 264 - 266
  • Route3
    • null|null
      616-45-5
    • null|null
      2258-42-6
    • ~%
    • In-stock
      2-Oxopyrrolidine-1-carbaldehyde|CS-0136637
      40321-44-6

    References

    • Villa, Mathew V. J.; Targett, Sarah M.; Barnes, John C.; Whittingham, William G.; Marquez, Rodolfo Organic Letters, 2007 , vol. 9, # 9 p. 1631 - 1633

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

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Computational Chemistry Data

  • TPSA   37.38
  • LogP   -0.2348
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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