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CS-W001157 4
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(S)-1-(Pyrrolidin-2-ylmethyl)pyrrolidine

  • CAS No. 51207-66-0

  • Cat. No. CS-W018030
  • Molecule weight154.26
  • Purity≥98%
  • MDL No.MFCD00013441

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

(S)-1-(Pyrrolidin-2-ylmethyl)pyrrolidine|CS-W018030

Structure of 51207-66-0

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General Information

  • CAS No. 51207-66-0
  • Cat. No. CS-W018030
  • Purity ≥98%
  • MDL No. MFCD00013441
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₈N₂
  • Molecular Weight 154.26
  • Synonym(s) (S)-(+)-1-(2-pyrrolidinylmethyl)-pyrrolidine
  • SMILES [C@H]1(CN2CCCC2)NCCC1

Description

(S)-(+)-1-(2-Pyrrolidinylmethyl)pyrrolidine can be used as an organocatalyst in the asymmetric synthesis of different optically active organic building blocks via Aldol condensation and Mannich reactions . It is also used as a catalyst to prepare enantioselective Michael adducts by reacting alkylidene malonates with unactivated ketones.

Application

(S)-1-(Pyrrolidin-2-ylmethyl)pyrrolidine serves as a versatile chiral building block in medicinal chemistry, enabling the construction of nitrogen-containing heterocycles through standard functionalization and coupling protocols. Its pyrrolidine-based scaffold exhibits favorable bench stability, moderate basicity, and compatibility with diverse reaction conditions, facilitating efficient synthesis of complex molecular architectures.

Synthesis

  • Route1
    • (S)-1-prolylpyrrolidine|CS-0512039
      41721-00-0
    • ~68%
    • In-stock
      (S)-1-(Pyrrolidin-2-ylmethyl)pyrrolidine|CS-W018030
      51207-66-0

    References

    • Dieter,R.K.; Tokles,M. Journal of the American Chemical Society, 1987 , vol. 109, p. 2040
  • Route2
    • null|null
      82160-11-0
    • ~70%
    • In-stock
      (S)-1-(Pyrrolidin-2-ylmethyl)pyrrolidine|CS-W018030
      51207-66-0

    References

    • Hendrie, Shirley K.; Leonard, John Tetrahedron, 1987 , vol. 43, # 14 p. 3289 - 3294
  • Route3
    • null|null
      85187-28-6
    • ~90%
    • In-stock
      (S)-1-(Pyrrolidin-2-ylmethyl)pyrrolidine|CS-W018030
      51207-66-0

    References

    • Amedjkouh, Mohamed; Ahlberg, Per Tetrahedron Asymmetry, 2002 , vol. 13, # 20 p. 2229 - 2234

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H227-H315-H319-H335
Precautionary Statements : P210-P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P370+P378-P403-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   15.27
  • LogP   0.8342
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   2

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