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CS-W001157 4
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tert-Butyl (2S)-2-(1H-imidazol-2-yl)pyrrolidine-1-carboxylate

  • CAS No. 1007882-58-7

  • Cat. No. CS-M3325
  • Purity≥98%
  • MDL No.MFCD16660093

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

tert-Butyl (2S)-2-(1H-imidazol-2-yl)pyrrolidine-1-carboxylate|CS-M3325

Structure of 1007882-58-7

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General Information

  • CAS No. 1007882-58-7
  • Cat. No. CS-M3325
  • Purity ≥98%
  • MDL No. MFCD16660093
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₉N₃O₂
  • Molecular Weight 237.30
  • Synonym(s) (S)-tert-Butyl 2-(1H-imidazol-2-yl)pyrrolidine-1-carboxylate
  • SMILES CC(C)(C)OC(N1[C@H](C2=NC=CN2)CCC1)=O

Description

tert-Butyl (2S)-2-(1H-imidazol-2-yl)pyrrolidine-1-carboxylate features a chiral pyrrolidine core bearing a strategically positioned imidazole handle, enabling direct incorporation into bioactive scaffolds. This bench-stable, moisture-tolerant building block facilitates efficient access to asymmetric heterocyclic compounds through standard deprotection and coupling protocols.

Application

tert-Butyl (2S)-2-(1H-imidazol-2-yl)pyrrolidine-1-carboxylate serves as a valuable chiral building block in medicinal chemistry, enabling the construction of imidazole-containing pyrrolidine scaffolds. The protected amine facilitates orthogonal functionalization, while the imidazole moiety provides a robust hydrogen-bonding pharmacophore. Its bench-stable nature and compatibility with standard coupling and deprotection protocols support efficient synthesis of complex heterocyclic systems.

Synthesis

  • Route1

    References

    • US2012/230951 A1, ; Page/Page column 101 ;
  • Route2
    • null|null
      131543-46-9
    • In-stock
      N-Boc-L-Prolinal|CS-W009096
      69610-41-9
    • ~72%
    • In-stock
      tert-Butyl (2S)-2-(1H-imidazol-2-yl)pyrrolidine-1-carboxylate|CS-M3325
      1007882-58-7

    References

    • WO2011/15657 A1, ; Page/Page column 17 ;
  • Route3
    • In-stock
      Boc-L-proline|CS-W019862
      15761-39-4
    • null|null
      131543-46-9
    • ~%
    • In-stock
      tert-Butyl (2S)-2-(1H-imidazol-2-yl)pyrrolidine-1-carboxylate|CS-M3325
      1007882-58-7

    References

    • WO2012/122716 A1, ; Page/Page column 54-55 ;

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

Quality Control

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Computational Chemistry Data

  • TPSA   58.22
  • LogP   2.4817
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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