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CS-W001157 4
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NH2-C6-NH-Boc

  • CAS No. 51857-17-1

  • Cat. No. CS-W008296
  • Purity≥97%
  • MDL No.MFCD00671489

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

NH2-C6-NH-Boc|CS-W008296

Structure of 51857-17-1

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General Information

  • CAS No. 51857-17-1
  • Cat. No. CS-W008296
  • Purity ≥97%
  • MDL No. MFCD00671489
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₂₄N₂O₂
  • Molecular Weight 216.32
  • Synonym(s) None
  • SMILES O=C(OC(C)(C)C)NCCCCCCN

Description

NH2-C6-NH-Boc features a diamino-substituted benzene core with a tert-butoxycarbonyl-protected amine, enabling direct incorporation into peptide synthesis. This bifunctional scaffold supports sequential coupling steps and delivers enhanced solubility in organic media under standard conditions.

Application

Boc-protected 1,4-diaminobenzene serves as a versatile building block for the synthesis of aromatic diamines and heterocyclic scaffolds. The Boc group provides excellent stability under basic conditions and can be selectively removed to reveal the primary amine functionality. This compound facilitates orthogonal protection strategies in multi-step syntheses and enables efficient coupling reactions with carboxylic acids, sulfonyl chlorides, and electrophiles, making it ideal for applications in medicinal chemistry and materials science.

Synthesis

  • Route1
    • null|null
      124-09-4
    • In-stock
      Di-tert-butyl dicarbonate|CS-0017817
      24424-99-5
    • ~97%
    • In-stock
      NH2-C6-NH-Boc|CS-W008296
      51857-17-1

    References

    • Xie, Nan; Feng, Ke; Chen, Bin; Zhao, Ming; Peng, Shiqi; Zhang, Li-Ping; Tung, Chen-Ho; Wu, Li-Zhu Journal of Materials Chemistry B, 2014 , vol. 2, # 5 p. 502 - 510
  • Route2

    References

    • AUCKLAND UNISERVICES LIMITED; THE BOARD OF TRUSTEES OF THE LELAND STANFORD JUNIOR UNIVERSITY Patent: WO2004/26846 A1, 2004 ; Location in patent: Page 54 ;
  • Route3
    • null|null
      124-09-4
    • In-stock
      tert-Butyl phenyl carbonate|CS-W010657
      6627-89-0
    • ~49%
    • In-stock
      NH2-C6-NH-Boc|CS-W008296
      51857-17-1

    References

    • Pittelkow, Michael; Lewinsky, Rasmus; Christensen, Jorn Bolstad Synthesis, 2002 , # 15 p. 2195 - 2202

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 2735
Class : 8
Packing Group : Ⅱ
Hazard Statements : H314
Precautionary Statements : P260-P264-P280-P301+P330+P331-P304+P340-P363-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   64.35
  • LogP   2.0302
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   6

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