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CS-W001157 4
Total: USD 88.00

(R)-4-Hydroxypyrrolidin-2-one

  • CAS No. 22677-21-0

  • Cat. No. CS-W013709
  • Purity≥97%
  • MDL No.MFCD00273364

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

(R)-4-Hydroxypyrrolidin-2-one|CS-W013709

Structure of 22677-21-0

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General Information

  • CAS No. 22677-21-0
  • Cat. No. CS-W013709
  • Purity ≥97%
  • MDL No. MFCD00273364
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₇NO₂
  • Molecular Weight 101.10
  • Synonym(s) (R)-(+)-4-Hydroxy-2-pyrrolidone
  • SMILES O=C1NC[C@H](O)C1

Description

(R)-4-Hydroxypyrrolidin-2-one is a stereochemically defined heterocyclic scaffold featuring a hydroxyl group at the C4 position and a lactam functionality. This configuration imparts enhanced solubility and metabolic stability, enabling its use in asymmetric synthesis and as a chiral building block for bioactive molecules.

Application

(R)-4-Hydroxypyrrolidin-2-one serves as a versatile chiral building block in medicinal chemistry, enabling efficient access to pyrrolidine-based pharmacophores. Its hydroxyl group provides a handle for selective derivatization, while the lactam functionality offers inherent stability and favorable solubility. The stereochemistry at C4 ensures predictable stereoselective transformations, facilitating its use in asymmetric synthesis and API development.

Synthesis

  • Route1
    • Ethyl (R)-4-amino-3-hydroxybutanoate|CS-1142590
      208103-39-3
    • ~%
    • In-stock
      (R)-4-Hydroxypyrrolidin-2-one|CS-W013709
      22677-21-0

    References

    • US6031113 A1, ;
  • Route2
    • null|null
      135056-42-7
    • ~51%
    • In-stock
      (R)-4-Hydroxypyrrolidin-2-one|CS-W013709
      22677-21-0

    References

    • Aube; Wang; Ghosh; Langhans Synthetic Communications, 1991 , vol. 21, # 5 p. 693 - 701
  • Route3
    • (R)-4-hydroxy-1-((S)-1-phenylethyl)pyrrolidin-2-one|CS-0495465
      131653-48-0
    • ~%
    • In-stock
      (R)-4-Hydroxypyrrolidin-2-one|CS-W013709
      22677-21-0

    References

    • Journal of Chemical Research, Miniprint, , # 11 p. 2701 - 2711

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-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   49.33
  • LogP   -1.1328
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   0

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