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CS-W001157 4
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(2-((Tert-butoxycarbonyl)amino)phenyl)boronic acid

  • CAS No. 115377-94-1

  • Cat. No. CS-0174017
  • Purity≥97%
  • MDL No.None

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

(2-((Tert-butoxycarbonyl)amino)phenyl)boronic acid|CS-0174017

Structure of 115377-94-1

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General Information

  • CAS No. 115377-94-1
  • Cat. No. CS-0174017
  • Purity ≥97%
  • MDL No. None
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₆BNO₄
  • Molecular Weight 237.06
  • Synonym(s) 2-(Boc-aminophenyl)boronic acid
  • SMILES CC(OC(NC1=CC=CC=C1B(O)O)=O)(C)C

Description

This boronic acid features a tert-butoxycarbonyl-protected amine group, enabling selective conjugation in late-stage functionalization. The pendant phenylboronic moiety delivers high reactivity in Suzuki-Miyaura coupling, while the Boc handle ensures stability under standard conditions.

Application

(2-((Tert-butoxycarbonyl)amino)phenyl)boronic acid serves as a stable, bench-ready building block for the synthesis of biaryl scaffolds via Suzuki-Miyaura coupling. The tert-butyl carbamate (Boc) group provides orthogonal protection for the amine, enabling selective functionalization and compatibility with a range of reaction conditions. Its robustness under standard cross-coupling protocols facilitates efficient access to substituted anilines and complex heterocyclic systems relevant to medicinal chemistry and materials science.

Synthesis

  • Route1

    References

    • Baechler, Simone A.; Fehr, Markus; Habermeyer, Michael; Hofmann, Andreas; Merz, Karl-Heinz; Fiebig, Heinz-Herbert; Marko, Doris; Eisenbrand, Gerhard Bioorganic and Medicinal Chemistry, 2013 , vol. 21, # 3 p. 814 - 823
  • Route2
    • In-stock
      tert-Butyl phenylcarbamate|CS-W010684
      3422-01-3
    • null|null
      121-43-7
    • ~%
    • In-stock
      (2-((Tert-butoxycarbonyl)amino)phenyl)boronic acid|CS-0174017
      115377-94-1

    References

    • US5936089 A1, ;
  • Route3

    References

    • US2006/4002 A1, ; Page/Page column 40 ;

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 : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   78.79
  • LogP   0.7134
  • H_Acceptors   4
  • H_Donors   3
  • Rotatable_Bonds   2

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