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CS-W001157 4
Total: USD 88.00

(2S,4S)-4-Amino-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid

  • CAS No. 132622-66-3

  • Cat. No. CS-W003074
  • Purity≥97%
  • MDL No.MFCD03427029

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

(2S,4S)-4-Amino-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid|CS-W003074

Structure of 132622-66-3

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General Information

  • CAS No. 132622-66-3
  • Cat. No. CS-W003074
  • Purity ≥97%
  • MDL No. MFCD03427029
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₈N₂O₄
  • Molecular Weight None
  • Synonym(s) cis-4-Amino-1-Boc-2-pyrrolidinecarboxylic acid
  • SMILES N[C@H]1C[C@H](N(C1)C(=O)OC(C)(C)C)C(=O)O

Description

This chiral pyrrolidine derivative features a protected amino group and carboxylic acid functionality, enabling direct incorporation into peptide synthesis. The (2S,4S) stereochemistry ensures precise spatial orientation for downstream applications in medicinal chemistry and macrocyclic scaffold development.

Application

(2S,4S)-4-Amino-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid serves as a stereochemically defined building block for the synthesis of bioactive heterocycles and peptidomimetics. The protected amine and carboxylic acid functionalities enable sequential coupling reactions with minimal side reactivity. Bench-stable and readily purified by crystallization, it facilitates efficient access to pyrrolidine-based scaffolds in medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • null|null
      874162-96-6
    • ~99%
    • In-stock
      (2S,4S)-4-Amino-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid|CS-W003074
      132622-66-3

    References

    • Zanardi, Franca; Burreddu, Paola; Rassu, Gloria; Auzzas, Luciana; Battistini, Lucia; Curti, Claudio; Sartori, Andrea; Nicastro, Giuseppe; Menchi, Gloria; Cini, Nicoletta; Bottonocetti, Anna; Raspanti, Silvia; Casiraghi, Giovanni Journal of Medicinal Chemistry, 2008 , vol. 51, # 6 p. 1771 - 1782
  • Route2
    • null|null
      132622-65-2
    • ~85%
    • In-stock
      (2S,4S)-4-Amino-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid|CS-W003074
      132622-66-3

    References

    • Webb, Thomas R.; Eigenbrot, Charles Journal of Organic Chemistry, 1991 , vol. 56, # 9 p. 3009 - 3016
  • Route3

    References

    • WO2006/20276 A2, ; Page/Page column 352-353 ;

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   92.86
  • LogP   0.4077
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   1

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