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CS-W001157 4
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(2R,4R)-1-Boc-4-Aminopyrrolidine-2-carboxylic acid

  • CAS No. 132622-98-1

  • Cat. No. CS-W004634
  • Purity≥95%
  • MDL No.MFCD08704542

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

(2R,4R)-1-Boc-4-Aminopyrrolidine-2-carboxylic acid|CS-W004634

Structure of 132622-98-1

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General Information

  • CAS No. 132622-98-1
  • Cat. No. CS-W004634
  • Purity ≥95%
  • MDL No. MFCD08704542
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₈N₂O₄
  • Molecular Weight None
  • Synonym(s) 1,2-Pyrrolidinedicarboxylicacid, 4-amino-, 1-(1,1-dimethylethyl) ester, (2R-cis)-
  • SMILES CC(C)(C)OC(=O)N1C[C@H](N)C[C@@H]1C(O)=O

Description

(2R,4R)-1-Boc-4-Aminopyrrolidine-2-carboxylic acid is a stereochemically defined pyrrolidine derivative featuring a Boc-protected amine and carboxylic acid at the 4- and 2-positions, respectively. This configuration enables precise incorporation into peptidomimetics and bioactive scaffolds, offering enhanced conformational control and metabolic stability in medicinal chemistry applications.

Application

(2R,4R)-1-Boc-4-Aminopyrrolidine-2-carboxylic acid serves as a stereochemically defined building block for the synthesis of bioactive heterocycles and peptidomimetics. The Boc-protected amine and carboxylic acid functionalities enable straightforward coupling reactions and orthogonal derivatization. Its stability under standard bench conditions facilitates purification and handling, making it a practical choice for iterative synthetic sequences in medicinal chemistry and process development.

Synthesis

  • Route1
    • null|null
      132622-97-0
    • ~83%
    • In-stock
      (2R,4R)-1-Boc-4-Aminopyrrolidine-2-carboxylic acid|CS-W004634
      132622-98-1

    References

    • Webb, Thomas R.; Eigenbrot, Charles Journal of Organic Chemistry, 1991 , vol. 56, # 9 p. 3009 - 3016
  • Route2

    References

    • Journal of Organic Chemistry, , vol. 56, # 9 p. 3009 - 3016
  • Route3
    • null|null
      132622-93-6
    • ~%
    • In-stock
      (2R,4R)-1-Boc-4-Aminopyrrolidine-2-carboxylic acid|CS-W004634
      132622-98-1

    References

    • Journal of Organic Chemistry, , vol. 56, # 9 p. 3009 - 3016

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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