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Benzyl 2-(aminomethyl)pyrrolidine-1-carboxylate

  • CAS No. 119020-03-0

  • Cat. No. CS-0020015
  • Molecule weight234.29
  • Purity≥98%
  • MDL No.MFCD06658394

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

Benzyl 2-(aminomethyl)pyrrolidine-1-carboxylate|CS-0020015

Structure of 119020-03-0

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General Information

  • CAS No. 119020-03-0
  • Cat. No. CS-0020015
  • Purity ≥98%
  • MDL No. MFCD06658394
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₈N₂O₂
  • Molecular Weight 234.29
  • Synonym(s) benzyl (2S)-2-(aminomethyl)pyrrolidine-1-carboxylate
  • SMILES O=C(N1C(CN)CCC1)OCC2=CC=CC=C2

Description

Benzyl 2-(aminomethyl)pyrrolidine-1-carboxylate features a pyrrolidine core bearing a primary amine and benzyl ester, enabling direct functionalization in peptide synthesis. The benzylic protecting group facilitates selective deprotection under mild hydrogenolysis conditions. This scaffold integrates readily into bioactive molecule architectures, offering enhanced solubility and stability during synthetic workflows.

Application

Benzyl 2-(aminomethyl)pyrrolidine-1-carboxylate serves as a versatile building block in medicinal chemistry, enabling efficient access to pyrrolidine-containing scaffolds. The benzyl ester group offers stability and ease of removal under standard hydrogenolysis conditions, while the primary amine supports direct derivatization or incorporation into complex heterocycles. Its functional group tolerance and compatibility with diverse coupling and reductive amination protocols make it ideal for iterative synthesis workflows.

Synthesis

  • Route1
    • null|null
      141774-67-6
    • ~87%
    • In-stock
      Benzyl 2-(aminomethyl)pyrrolidine-1-carboxylate|CS-0020015
      119020-03-0

    References

    • Bagdziunas, Gintautas; Haukka, Matti; Butkus, Eugenijus Synthetic Communications, 2011 , vol. 41, # 17 p. 2517 - 2523
  • Route2

    References

    • SCIENCE and TECHNOLOGY CORPORATION &at; UNM Patent: WO2006/7586 A1, 2006 ; Location in patent: Page/Page column 31-32 ;
  • Route3

    References

    • Journal of Organic Chemistry, , vol. 74, # 15 p. 5260 - 5266

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

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Computational Chemistry Data

  • TPSA   55.56
  • LogP   1.7463
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   3

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