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CS-W001157 4
Total: USD 88.00

(R)-Octahydropyrrolo[1,2-a]pyrazine

  • CAS No. 96193-27-0

  • Cat. No. CS-B1054
  • Purity≥97%
  • MDL No.MFCD09752820

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

(R)-Octahydropyrrolo[1,2-a]pyrazine|CS-B1054

Structure of 96193-27-0

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General Information

  • CAS No. 96193-27-0
  • Cat. No. CS-B1054
  • Purity ≥97%
  • MDL No. MFCD09752820
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₁₄N₂
  • Molecular Weight 126.20
  • Synonym(s) Pyrrolo[1,2-a]pyrazine, octahydro-, (8aR)- (9CI)
  • SMILES [H][C@@]12CNCCN1CCC2

Description

(R)-Octahydropyrrolo[1,2-a]pyrazine is a saturated heterocyclic amine featuring a rigid, chiral scaffold ideal for asymmetric synthesis. This bench-stable, moisture-tolerant compound integrates readily into complex molecular architectures, serving as a key building block in medicinal chemistry and catalytic system design.

Application

(R)-Octahydropyrrolo[1,2-a]pyrazine serves as a conformationally constrained, chiral nitrogen heterocycle enabling precise stereochemical control in medicinal chemistry. Its saturated pyrazine core exhibits excellent bench stability and functional group tolerance, facilitating downstream derivatization via standard amine alkylation or reductive amination protocols. Widely employed as a key scaffold in bioactive molecule synthesis, it functions as a versatile building block for targeted drug discovery campaigns requiring defined spatial orientation of substituents.

Synthesis

  • Route1

    References

    • Nazarova, L. S.; Rozonov, Yu. B.; Likhosherstov, A. M.; Morozova, T. V.; Skoldinov, A. P.; et al. Pharmaceutical Chemistry Journal, 1984 , vol. 18, # 12 p. 811 - 815 Khimiko-Farmatsevticheskii Zhurnal, 1984 , vol. 18, # 12 p. 1445 - 1448
  • Route2
    • (R)-Ethyl pyrrolidine-2-carboxylate|CS-0080165
      96163-72-3
    • ~%
    • In-stock
      (R)-Octahydropyrrolo[1,2-a]pyrazine|CS-B1054
      96193-27-0

    References

    • Pharmaceutical Chemistry Journal, , vol. 18, # 12 p. 811 - 815 Khimiko-Farmatsevticheskii Zhurnal, , vol. 18, # 12 p. 1445 - 1448
  • Route3
    • Ethyl (2-chloroacetyl)-d-prolinate|CS-0680103
      96163-73-4
    • ~%
    • In-stock
      (R)-Octahydropyrrolo[1,2-a]pyrazine|CS-B1054
      96193-27-0

    References

    • Pharmaceutical Chemistry Journal, , vol. 18, # 12 p. 811 - 815 Khimiko-Farmatsevticheskii Zhurnal, , vol. 18, # 12 p. 1445 - 1448

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 3267
Class : 8
Packing Group : Ⅲ
Hazard Statements : H314
Precautionary Statements : P264-P271-P280-P301+P330+P331-P304+P340-P363-P501

Quality Control

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Computational Chemistry Data

  • TPSA   15.27
  • LogP   0.054
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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