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CS-W001157 4
Total: USD 88.00

3-(Aminomethyl)-1-N-Boc-aniline

  • CAS No. 205318-52-1

  • Cat. No. CS-W021763
  • Purity≥97%
  • MDL No.MFCD01317790

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

3-(Aminomethyl)-1-N-Boc-aniline|CS-W021763

Structure of 205318-52-1

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General Information

  • CAS No. 205318-52-1
  • Cat. No. CS-W021763
  • Purity ≥97%
  • MDL No. MFCD01317790
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₈N₂O₂
  • Molecular Weight None
  • Synonym(s) tert-butyl N-[3-(aMinoMethyl)phenyl]carbaMate
  • SMILES O=C(NC1=CC=CC(CN)=C1)OC(C)(C)C

Description

3-(Aminomethyl)-1-N-Boc-aniline features a protected amine and a primary aliphatic amine handle, enabling selective functionalization in late-stage diversification. The Boc group ensures stability during synthetic manipulations, while the pendant amine facilitates conjugation or coupling reactions under mild conditions. This bifunctional scaffold supports efficient access to complex molecular architectures in medicinal chemistry and peptide-based probe development.

Application

3-(Aminomethyl)-1-N-Boc-aniline serves as a versatile building block for the synthesis of biologically relevant heterocycles and pharmaceutical intermediates. The Boc-protected amine enables orthogonal reactivity in multi-step sequences, while the pendant aminomethyl group facilitates facile functionalization via alkylation or reductive amination. Its stability under standard bench conditions and compatibility with common coupling protocols make it well-suited for scalable medicinal chemistry campaigns.

Synthesis

  • Route1
    • tert-Butyl (3-(aminomethyl)phenyl)carbamate hydrochloride|CS-0684766
      1038549-44-8
    • ~%
    • In-stock
      3-(Aminomethyl)-1-N-Boc-aniline|CS-W021763
      205318-52-1

    References

    • WO2008/86047 A1, ; Page/Page column 83-84 ; WO 2008/086047 A1
  • Route2

    References

    • Synthesis, , # 2 p. 283 - 289
  • Route3

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 21, # 16 p. 4879 - 4883

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07,GHS05
Signal Word : Danger
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H317-H335-H318
Precautionary Statements : P260-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P305+P351+P338-P310-P312-P330-P332+P313-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   64.35
  • LogP   2.4923
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   2

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