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CS-W001157 4
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4-[2-(Boc-amino)ethyl]aniline

  • CAS No. 94838-59-2

  • Cat. No. CS-W003234
  • Molecule weight236.31
  • Purity≥97%
  • MDL No.MFCD05663961

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

4-[2-(Boc-amino)ethyl]aniline|CS-W003234

Structure of 94838-59-2

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General Information

  • CAS No. 94838-59-2
  • Cat. No. CS-W003234
  • Purity ≥97%
  • MDL No. MFCD05663961
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₂₀N₂O₂
  • Molecular Weight 236.31
  • Synonym(s) tert-Butyl4-aminophenethylcarbamate
  • SMILES O=C(OC(C)(C)C)NCCC1=CC=C(N)C=C1

Description

This Boc-protected aniline derivative features a pendant amine group tethered via a two-carbon linker, enabling straightforward deprotection and functionalization. The electron-rich aromatic ring enhances reactivity in coupling processes, while the Boc moiety provides stability during storage and handling. Ideal for synthesizing complex amine-containing architectures in medicinal chemistry and peptide conjugation workflows.

Application

4-[2-(Boc-amino)ethyl]aniline serves as a versatile bifunctional building block for medicinal chemistry and peptide conjugation. The Boc-protected amine enables orthogonal handling in multi-step syntheses, while the aniline moiety supports direct coupling or electrophilic functionalization. Its bench-stable nature and compatibility with standard deprotection protocols facilitate efficient access to amino-substituted aromatic scaffolds in API development.

Synthesis

  • Route1

    References

    • Piscitelli, Francesco; Ligresti, Alessia; La Regina, Giuseppe; Coluccia, Antonio; Morera, Ludovica; Allara, Marco; Novellino, Ettore; Di Marzo, Vincenzo; Silvestri, Romano Journal of Medicinal Chemistry, 2012 , vol. 55, # 11 p. 5627 - 5631
  • Route2
    • null|null
      13472-00-9
    • In-stock
      Di-tert-butyl dicarbonate|CS-0017817
      24424-99-5
    • ~98%
    • In-stock
      4-[2-(Boc-amino)ethyl]aniline|CS-W003234
      94838-59-2

    References

    • Hirano, Misato; Iguchi, Satoru; Nakao, Kazunari; Yamagishi, Tatsuya Patent: US2003/220372 A1, 2003 ; Location in patent: Page/Page column 37 ; US 20030220372 A1
  • Route3
    • null|null
      7439-89-6
    • In-stock
      Tert-butyl (4-nitrophenethyl)carbamate|CS-0179648
      144226-16-4
    • ~%
    • In-stock
      4-[2-(Boc-amino)ethyl]aniline|CS-W003234
      94838-59-2

    References

    • Chen, Guoqing; Adams, Jeffrey; Bemis, Jean; Booker, Shon; Cai, Guolin; Pietro, Lucian Di; Dominguez, Celia; Elbaum, Daniel; Germain, Julie; Geuns-Meyer, Stephanie; Handley, Michael; Huang, Qi; Kim, Joseph L.; Kim, Tae-Seong; Kiselyov, Alexander; Ouyang, Xiaohu; Patel, Vinod F.; Smith, Leon M.; Stec, Markian; Tasker, Andrew; Xi, Ning; Xu, Shimin; Yuan, Chester Chenguang; Croghan, Michael Patent: US2003/125339 A1, 2003 ; Title/Abstract Full Text Show Details Amgen Inc. Patent: US6878714 B2, 2005 ; US 6878714 B2

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
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   64.35
  • LogP   2.336
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   3

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