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(R)-(+)-Hexahydropyrrolo[1,2-a]pyrazin-6(7H)-one

  • CAS No. 151763-89-2

  • Cat. No. CS-0053990
  • Purity≥97%
  • MDL No.None

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

(R)-(+)-Hexahydropyrrolo[1,2-a]pyrazin-6(7H)-one|CS-0053990

Structure of 151763-89-2

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General Information

  • CAS No. 151763-89-2
  • Cat. No. CS-0053990
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₁₂N₂O
  • Molecular Weight 140.18
  • Synonym(s) (R)-Hexahydropyrrolo[1,2-a]pyrazin-6(2H)-one
  • SMILES O=C1CC[C@]2([H])CNCCN21

Description

(R)-(+)-Hexahydropyrrolo[1,2-a]pyrazin-6(7H)-one is a chiral heterocyclic scaffold featuring a saturated pyrrolidine-pyrazine fusion with defined stereochemistry at the C6 position. This bench-stable, electron-rich core integrates readily into bioactive molecule design, serving as a privileged structure in medicinal chemistry for targeting protein-protein interactions and enzyme inhibition.

Application

(R)-(+)-Hexahydropyrrolo[1,2-a]pyrazin-6(7H)-one serves as a versatile chiral building block for the synthesis of nitrogen-rich heterocycles and bioactive compounds. Its rigid, polycyclic scaffold exhibits excellent bench stability and functional group tolerance, enabling straightforward derivatization via amide formation, reductive amination, or metal-catalyzed coupling reactions. This compound facilitates the construction of complex scaffolds relevant to medicinal chemistry and natural product synthesis.

Synthesis

  • Route1
    • null|null
      865717-09-5
    • ~91%
    • In-stock
      (R)-(+)-Hexahydropyrrolo[1,2-a]pyrazin-6(7H)-one|CS-0053990
      151763-89-2

    References

    • Neurotune AG Patent: EP2098526 A1, 2009 ; Location in patent: Page/Page column 12 ;

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-H317
Precautionary Statements : P261-P264-P270-P272-P280-P302+P352-P330-P362+P364-P501

Quality Control

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Computational Chemistry Data

  • TPSA   32.34
  • LogP   -0.4194
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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