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CS-W001157 4
Total: USD 88.00

6-(N-Boc)caproic acid NHS

  • CAS No. 51513-80-5

  • Cat. No. CS-W020853
  • Molecule weight328.36
  • Purity≥95%
  • MDL No.MFCD00237379

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

6-(N-Boc)caproic acid NHS|CS-W020853

Structure of 51513-80-5

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General Information

  • CAS No. 51513-80-5
  • Cat. No. CS-W020853
  • Purity ≥95%
  • MDL No. MFCD00237379
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₂₄N₂O₆
  • Molecular Weight 328.36
  • Synonym(s) Boc-NH-C6-NHS
  • SMILES O=C(CC1)N(OC(CCCCCNC(OC(C)(C)C)=O)=O)C1=O

Description

6-(N-Boc)caproic acid NHS ester features a reactive NHS group that efficiently couples with primary amines under physiological conditions. This bench-stable reagent enables site-specific conjugation in peptide synthesis and bioconjugation workflows, offering high yield and minimal hydrolysis. The Boc-protected amine facilitates subsequent deprotection and functionalization.

Application

6-(N-Boc)caproic acid NHS ester serves as a stable, bench-friendly coupling reagent for amine functionalization. It facilitates efficient amidation under mild conditions, enabling site-specific conjugation in peptide synthesis and bioconjugation workflows. The Boc-protected amine offers orthogonal handling, while the NHS ester provides high reactivity with primary amines. Ideal for building complex scaffolds and modulating solubility in medicinal chemistry campaigns.

Synthesis

  • Route1

    References

    • Adamczyk, Maciej; Fishpaugh, Jeffrey R.; Heuser, Kevin J.; Ramp, John M.; Reddy, Rajarathnam E.; Wong, Martin Tetrahedron, 1998 , vol. 54, # 13 p. 3093 - 3112
  • Route2

    References

    • Tsuboi, Katsunori; Bachovchin, Daniel A.; Speers, Anna E.; Spicer, Timothy P.; Fernandez-Vega, Virneliz; Hodder, Peter; Rosen, Hugh; Cravatt, Benjamin F. Journal of the American Chemical Society, 2011 , vol. 133, # 41 p. 16605 - 16616
  • Route3

    References

    • Mikhura, I. V.; Formanovskii, A. A. Chemistry of Heterocyclic Compounds (New York, NY, United States), 1992 , vol. 28, # 2 p. 205 - 212 Khimiya Geterotsiklicheskikh Soedinenii, 1992 , # 2 p. 247 - 255

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
Precautionary Statements : P264-P280-P302+P352-P362

Quality Control

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Computational Chemistry Data

  • TPSA   102.01
  • LogP   1.6787
  • H_Acceptors   6
  • H_Donors   1
  • Rotatable_Bonds   7

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