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CS-W001157 4
Total: USD 88.00

Boc-4-Abz-OH

  • CAS No. 66493-39-8

  • Cat. No. CS-W007493
  • Purity≥98%
  • MDL No.MFCD00037428

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

Boc-4-Abz-OH|CS-W007493

Structure of 66493-39-8

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General Information

  • CAS No. 66493-39-8
  • Cat. No. CS-W007493
  • Purity ≥98%
  • MDL No. MFCD00037428
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₅NO₄
  • Molecular Weight 237.25
  • Synonym(s) 4-[(tert-butoxycarbonyl)amino]benzoic acid
  • SMILES O=C(O)C1=CC=C(NC(OC(C)(C)C)=O)C=C1

Description

Boc-4-Abz-OH is a bench-stable, moisture-tolerant building block featuring a protected amine and a para-aminobenzoic acid (Abz) chromophore. This derivative integrates seamlessly into peptide synthesis workflows, enabling site-specific labeling or fluorescent tagging in bioconjugation applications.

Application

Boc-4-Abz-OH serves as a versatile building block for peptide synthesis and peptidomimetic design, enabling efficient incorporation of the 4-aminobenzoic acid (4-Abz) moiety. The Boc group provides orthogonal protection for the amine, allowing selective deprotection under mild acidic conditions. This derivative exhibits excellent bench stability, facilitates straightforward purification, and participates reliably in standard coupling reactions, making it ideal for constructing bioactive peptides and heterocyclic scaffolds in medicinal chemistry workflows.

Synthesis

  • Route1
    • In-stock
      Di-tert-butyl dicarbonate|CS-0017817
      24424-99-5
    • 4-Aminobenzoic acid Conivaptan Impurity|CS-0213989
      150-13-0
    • ~97%
    • In-stock
      Boc-4-Abz-OH|CS-W007493
      66493-39-8

    References

    • Mu; Coffing; Riese II; Geahlen; Verdier-Pinard; Hamel; Johnson; Cushman Journal of Medicinal Chemistry, 2001 , vol. 44, # 3 p. 441 - 452
  • Route2

    References

    • Eli Lilly and Company Patent: US6639107 B1, 2003 ; Location in patent: Page/Page column 36 ;
  • Route3
    • In-stock
      Di-tert-butyl dicarbonate|CS-0017817
      24424-99-5
    • null|null
      6427-66-3
    • ~89%
    • In-stock
      Boc-4-Abz-OH|CS-W007493
      66493-39-8

    References

    • Chandrasekhar; Chandraiah; Raji Reddy; Venkat Reddy Chemistry Letters, 2000 , # 7 p. 780 - 781

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   2.7318
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   2

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