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CS-W001157 4
Total: USD 88.00

DL-3-((tert-Butoxycarbonyl)amino)-4-methylpentanoic acid

  • CAS No. 248924-39-2

  • Cat. No. CS-0197081
  • Purity≥97%
  • MDL No.None

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

DL-3-((tert-Butoxycarbonyl)amino)-4-methylpentanoic acid|CS-0197081

Structure of 248924-39-2

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General Information

  • CAS No. 248924-39-2
  • Cat. No. CS-0197081
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₂₁NO₄
  • Molecular Weight 231.29
  • Synonym(s) CHEMCOLLECT CA050011
  • SMILES CC(C(NC(OC(C)(C)C)=O)CC(O)=O)C

Description

DL-3-((tert-Butoxycarbonyl)amino)-4-methylpentanoic acid is a protected amino acid derivative featuring a sterically hindered aliphatic side chain and a bench-stable tert-butoxycarbonyl (Boc) group. This configuration enables reliable incorporation into peptide synthesis workflows, offering predictable reactivity under standard deprotection conditions while minimizing racemization risks during coupling steps.

Application

DL-3-((tert-Butoxycarbonyl)amino)-4-methylpentanoic acid serves as a valuable chiral building block for peptide synthesis and medicinal chemistry applications. The Boc-protected amine and pendant carboxylic acid enable sequential functionalization, while the branched alkyl chain enhances metabolic stability. This compound exhibits excellent bench stability, facilitates straightforward purification via standard chromatography, and functions reliably in coupling reactions with minimal racemization.

Synthesis

  • Route1
    • null|null
      248924-41-6
    • ~%
    • In-stock
      DL-3-((tert-Butoxycarbonyl)amino)-4-methylpentanoic acid|CS-0197081
      248924-39-2

    References

    • Guerin, David J.; Horstmann, Thomas E.; Miller, Scott J. Organic Letters, 1999 , vol. 1, # 7 p. 1107 - 1109
  • Route2
    • null|null
      248924-37-0
    • ~%
    • In-stock
      DL-3-((tert-Butoxycarbonyl)amino)-4-methylpentanoic acid|CS-0197081
      248924-39-2

    References

    • Organic Letters, , vol. 1, # 7 p. 1107 - 1109
  • Route3

    References

    • Journal of the American Chemical Society, , vol. 127, # 15 p. 5376 - 5383

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   75.63
  • LogP   2.0104
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   4

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