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CS-W001157 4
Total: USD 88.00

4-[[(1,1-Dimethylethoxy)carbonyl]amino]benzeneacetic acid

  • CAS No. 81196-09-0

  • Cat. No. CS-W020615
  • Purity≥98%
  • MDL No.MFCD00099367

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

4-[[(1,1-Dimethylethoxy)carbonyl]amino]benzeneacetic acid|CS-W020615

Structure of 81196-09-0

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General Information

  • CAS No. 81196-09-0
  • Cat. No. CS-W020615
  • Purity ≥98%
  • MDL No. MFCD00099367
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₇NO₄
  • Molecular Weight 251.28
  • Synonym(s) None
  • SMILES O=C(OC(C)(C)C)NC1=CC=C(C=C1)CC(=O)O

Description

4-[(tert-Butoxycarbonyl)amino]benzeneacetic acid features a bench-stable, moisture-tolerant Boc-protected amine coupled to a phenylacetic acid scaffold. This robust functional group combination enables straightforward incorporation into peptide synthesis and bioconjugation workflows under standard conditions.

Application

4-[[(1,1-Dimethylethoxy)carbonyl]amino]benzeneacetic acid serves as a stable, bench-ready precursor for the synthesis of bioactive arylalanine derivatives. The tert-butoxycarbonyl (Boc) group enables mild acidolysis to liberate the free amine, facilitating peptide coupling or conjugation workflows. Its benzeneacetic acid scaffold provides a rigid aromatic handle compatible with diverse functionalization and heterocycle construction. The compound exhibits excellent stability under ambient conditions and simplifies purification through its distinct polarity profile.

Synthesis

  • Route1

    References

    • Huang, Yunsheng; Hammond, Philip S.; Whirrett, Brian R.; Kuhner, Ross J.; Wu, Li; Childers, Steven R.; Mach, Robert H. Journal of Medicinal Chemistry, 1998 , vol. 41, # 13 p. 2361 - 2370
  • Route2
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    • In-stock
      4-[[(1,1-Dimethylethoxy)carbonyl]amino]benzeneacetic acid|CS-W020615
      81196-09-0

    References

    • EP1832584 A1, ; Page/Page column 65 ; EP 1832584 A1
  • Route3

    References

    • Journal of the American Chemical Society, , vol. 114, # 9 p. 3528 - 3534

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

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Computational Chemistry Data

  • TPSA   75.63
  • LogP   2.6607
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   3

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