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CS-W001157 4
Total: USD 88.00

Boc-6-aminohexanoic acid

  • CAS No. 6404-29-1

  • Cat. No. CS-W007529
  • Purity≥97%
  • MDL No.MFCD00037798

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

Boc-6-aminohexanoic acid|CS-W007529

Structure of 6404-29-1

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General Information

  • CAS No. 6404-29-1
  • Cat. No. CS-W007529
  • Purity ≥97%
  • MDL No. MFCD00037798
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₂₁NO₄
  • Molecular Weight 231.29
  • Synonym(s) None
  • SMILES O=C(O)CCCCCNC(OC(C)(C)C)=O

Description

Boc-6-aminohexanoic acid serves as a protected amino acid derivative for peptide synthesis, featuring a stable tert-butoxycarbonyl group that enables selective coupling under standard conditions. The aliphatic six-carbon chain provides flexibility and solubility in organic solvents, facilitating efficient incorporation into longer sequences.

Application

Boc-6-aminohexanoic acid serves as a versatile building block for the synthesis of linear and cyclic peptide derivatives, enabling efficient N-terminal protection during solid-phase and solution-phase peptide coupling. The Boc group provides excellent stability under basic conditions and facilitates straightforward deprotection with mild acids. Its aliphatic chain supports incorporation into biologically relevant scaffolds, while the protected amine and carboxylic acid functions enable selective transformations in multi-step syntheses.

Synthesis

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    References

    • Biraboneye, Alain Cesar; Madonna, Sebastien; Laras, Younes; Krantic, Slavica; Maher, Pamela; Kraus, Jean-Louis Journal of Medicinal Chemistry, 2009 , vol. 52, # 14 p. 4358 - 4369
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    References

    • 3R VALO, S.E.C.; BERUBE, Gervais; DESCOTEAUX, Caroline; ASSELIN, Eric Patent: WO2011/11865 A1, 2011 ; Location in patent: Page/Page column 32-33 ;
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    References

    • Yasuda, Kosuke; Ley, Steven V. Journal of the Chemical Society. Perkin Transactions 1, 2002 , # 8 p. 1024 - 1025

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
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   75.63
  • LogP   2.1561
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   6

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