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CS-W001157 4
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3-(Hydroxymethyl)-1-methylpyrrolidin-2-one

  • CAS No. 577780-05-3

  • Cat. No. CS-W018824
  • Purity≥96%
  • MDL No.MFCD18816870

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

3-(Hydroxymethyl)-1-methylpyrrolidin-2-one|CS-W018824

Structure of 577780-05-3

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General Information

  • CAS No. 577780-05-3
  • Cat. No. CS-W018824
  • Purity ≥96%
  • MDL No. MFCD18816870
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₁NO₂
  • Molecular Weight 129.16
  • Synonym(s) 3-(hydroxyMethyl)-1-Methyl-2-Pyrrolidinone
  • SMILES O=C1N(C)CCC1CO

Description

This pyrrolidinone derivative features a hydroxymethyl group at the 3-position, enhancing solubility and reactivity in synthetic transformations. The methyl substituent at nitrogen imparts steric stability and modulates electronic properties. This scaffold serves as a versatile building block in medicinal chemistry, particularly for bioactive molecule synthesis.

Application

3-(Hydroxymethyl)-1-methylpyrrolidin-2-one serves as a versatile scaffold in medicinal chemistry, enabling efficient access to bioactive heterocycles. Its pendant hydroxymethyl group facilitates derivatization via oxidation, protection, or coupling reactions, while the pyrrolidinone core offers favorable solubility and metabolic stability. The compound exhibits bench-stable handling and compatibility with standard synthetic workflows, making it a practical building block for targeted library synthesis.

Synthesis

  • Route1
    • null|null
      577780-04-2
    • ~65%
    • In-stock
      3-(Hydroxymethyl)-1-methylpyrrolidin-2-one|CS-W018824
      577780-05-3

    References

    • Takeda Chemical Industries, Ltd. Patent: EP1479684 A1, 2004 ; Location in patent: Page 20 ;
  • Route2
    • Ethyl1-methyl-2-oxopyrrolidine-3-carboxylate|CS-0172341
      30932-85-5
    • ~80%
    • In-stock
      3-(Hydroxymethyl)-1-methylpyrrolidin-2-one|CS-W018824
      577780-05-3

    References

    • Loreto, M. Antonietta; Migliorini, Antonella; Tardella, P. Antonio; Gambacorta, Augusto European Journal of Organic Chemistry, 2007 , # 14 p. 2365 - 2371
  • Route3

    References

    • Loreto, M. Antonietta; Migliorini, Antonella; Tardella, P. Antonio; Gambacorta, Augusto European Journal of Organic Chemistry, 2007 , # 14 p. 2365 - 2371

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   40.54
  • LogP   -0.543
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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