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CS-W001157 4
Total: USD 88.00

5-(Hydroxymethyl)pyrrolidin-2-one

  • CAS No. 62400-75-3

  • Cat. No. CS-W001608
  • Purity≥96%
  • MDL No.MFCD06661931

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

5-(Hydroxymethyl)pyrrolidin-2-one|CS-W001608

Structure of 62400-75-3

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General Information

  • CAS No. 62400-75-3
  • Cat. No. CS-W001608
  • Purity ≥96%
  • MDL No. MFCD06661931
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₉NO₂
  • Molecular Weight 115.13
  • Synonym(s) DL-Pyroglutaminol
  • SMILES OCC1CCC(=O)N1

Description

5-(Hydroxymethyl)pyrrolidin-2-one is a bench-stable, moisture-tolerant heterocyclic scaffold featuring a pendant hydroxymethyl group. This functionalized pyrrolidinone integrates readily into synthetic routes requiring polar, hydrogen-bond-capable motifs. The molecule's solubility profile supports efficient incorporation in aqueous and mixed solvent systems, enabling streamlined access to bioactive derivatives.

Application

5-(Hydroxymethyl)pyrrolidin-2-one serves as a versatile scaffold in medicinal chemistry, enabling efficient access to bioactive heterocycles. Its pyrrolidinone core exhibits favorable solubility and metabolic stability, while the pendant hydroxymethyl group facilitates downstream functionalization via oxidation, etherification, or coupling reactions. The compound demonstrates bench stability and compatibility with common protecting group strategies, making it a practical building block for targeted synthesis of pharmaceutical intermediates and macrocyclic systems.

Synthesis

  • Route1
    • null|null
      1159991-66-8
    • ~83%
    • In-stock
      5-(Hydroxymethyl)pyrrolidin-2-one|CS-W001608
      62400-75-3

    References

    • Organic Letters, , vol. 11, # 11 p. 2305 - 2307
  • Route2
    • null|null
      124-63-0
    • In-stock
      L-Pyroglutamic acid|CS-M0659
      98-79-3
    • ~%
    • In-stock
      5-(Hydroxymethyl)pyrrolidin-2-one|CS-W001608
      62400-75-3

    References

    • US6509359 B1, ;
  • Route3
    • 5-(Iodomethyl)pyrrolidin-2-one|CS-0511747
      5831-75-4
    • ~%
    • In-stock
      5-(Hydroxymethyl)pyrrolidin-2-one|CS-W001608
      62400-75-3

    References

    • Journal of Organic Chemistry, , vol. 53, # 17 p. 4006 - 4014

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

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Computational Chemistry Data

  • TPSA   49.33
  • LogP   -0.7427
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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