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CS-W001157 4
Total: USD 88.00

2-(4-(((tert-butoxycarbonyl)amino)methyl)phenyl)acetic acid

  • CAS No. 71420-92-3

  • Cat. No. CS-0130588
  • Purity≥97%
  • MDL No.MFCD06656436

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

2-(4-(((tert-butoxycarbonyl)amino)methyl)phenyl)acetic acid|CS-0130588

Structure of 71420-92-3

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General Information

  • CAS No. 71420-92-3
  • Cat. No. CS-0130588
  • Purity ≥97%
  • MDL No. MFCD06656436
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₉NO₄
  • Molecular Weight 265.31
  • Synonym(s) None
  • SMILES O=C(OC(C)(C)C)NCC1=CC=C(C=C1)CC(=O)O

Description

This boronic acid derivative features a para-substituted aryl group with a pendant acetic acid side chain, enabling direct conjugation in Suzuki-Miyaura coupling reactions. The tert-butoxycarbonyl-protected amine imparts stability and facilitates selective deprotection during peptide or bioconjugate synthesis.

Application

2-(4-(((tert-Butoxycarbonyl)amino)methyl)phenyl)acetic acid serves as a versatile building block for the synthesis of biologically relevant scaffolds, enabling efficient access to phenethylamine derivatives via Boc deprotection and subsequent functionalization. Its stability under standard reaction conditions, combined with orthogonal protection and compatibility with common coupling protocols, facilitates streamlined peptide and small-molecule assembly in medicinal chemistry workflows.

Synthesis

  • Route1

    References

    • WO2007/28083 A2, ; Page/Page column 116 ; WO 2007/028083 A2
  • Route2

    References

    • EP2439204 A1, ; Page/Page column 60 ;
  • Route3
    • In-stock
      Di-tert-butyl dicarbonate|CS-0017817
      24424-99-5
    • null|null
      205237-12-3
    • ~23%
    • In-stock
      2-(4-(((tert-butoxycarbonyl)amino)methyl)phenyl)acetic acid|CS-0130588
      71420-92-3

    References

    • Journal of Medicinal Chemistry, , vol. 41, # 11 p. 1894 - 1908

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P264-P302+P352-P304+P340

Quality Control

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Computational Chemistry Data

  • TPSA   75.63
  • LogP   2.3384
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   4

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