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CS-W001157 4
Total: USD 88.00

(R)-2-((tert-Butoxycarbonyl)amino)pentanoic acid

  • CAS No. 57521-85-4

  • Cat. No. CS-W014816
  • Purity≥97%
  • MDL No.MFCD00155638

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

(R)-2-((tert-Butoxycarbonyl)amino)pentanoic acid|CS-W014816

Structure of 57521-85-4

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General Information

  • CAS No. 57521-85-4
  • Cat. No. CS-W014816
  • Purity ≥97%
  • MDL No. MFCD00155638
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₉NO₄
  • Molecular Weight 217.26
  • Synonym(s) None
  • SMILES CCC[C@H](C(O)=O)NC(OC(C)(C)C)=O

Description

(R)-2-((tert-Butoxycarbonyl)amino)pentanoic acid is a stereochemically defined amino acid derivative featuring a protected α-amino group and a carboxylic acid side chain. This bench-stable building block integrates readily into peptide synthesis workflows, enabling efficient access to chiral peptidomimetics and bioactive sequences under standard conditions.

Application

(R)-2-((tert-Butoxycarbonyl)amino)pentanoic acid serves as a valuable chiral building block in peptide synthesis and medicinal chemistry. The Boc-protected amino group offers excellent stability and orthogonal deprotection compatibility, while the carboxylic acid enables straightforward coupling reactions. Its well-defined stereochemistry ensures high fidelity in asymmetric synthesis, facilitating efficient access to bioactive peptides and heterocyclic scaffolds under standard bench conditions.

Synthesis

  • Route1

    References

    • US5206235 A1, ;
  • Route2
    • null|null
      154079-55-7
    • ~80%
    • In-stock
      (R)-2-((tert-Butoxycarbonyl)amino)pentanoic acid|CS-W014816
      57521-85-4

    References

    • Poch, Marta Tetrahedron Letters, 1993 , vol. 34, # 48 p. 7781 - 7784
  • Route3

    References

    • Tetrahedron, , vol. 52, # 34 p. 11215 - 11238

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   75.63
  • LogP   1.7644
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   4

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