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CS-W001157 4
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Boc-NH-C4-acid

  • CAS No. 27219-07-4

  • Cat. No. CS-W014815
  • Purity≥95%
  • MDL No.MFCD00076903

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

Boc-NH-C4-acid|CS-W014815

Structure of 27219-07-4

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General Information

  • CAS No. 27219-07-4
  • Cat. No. CS-W014815
  • Purity ≥95%
  • MDL No. MFCD00076903
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₉NO₄
  • Molecular Weight 217.26
  • Synonym(s) None
  • SMILES O=C(O)CCCCNC(OC(C)(C)C)=O

Description

Boc-NH-C4-acid features a tert-butoxycarbonyl-protected amine linked to a butyric acid moiety, enabling stable incorporation into peptide synthesis and conjugation workflows. This bifunctional reagent combines nucleophilic amine handling with carboxylic acid reactivity, facilitating efficient coupling under standard conditions.

Application

Boc-NH-C4-acid serves as a versatile building block for the synthesis of bioactive molecules, enabling direct incorporation of a C4-linked carboxylic acid functionality. Its stability under standard conditions facilitates handling and purification, while the Boc group ensures orthogonal protection during peptide coupling and multistep syntheses. This reagent functions effectively in amide bond formation and heterocycle construction, offering reliable access to intermediates for medicinal chemistry and process development.

Synthesis

  • Route1

    References

    • Gavande, Navnath; Kim, Hye-Lim; Doddareddy, Munikumar R.; Johnston, Graham A. R.; Chebib, Mary; Hanrahan, Jane R. ACS Medicinal Chemistry Letters, 2013 , vol. 4, # 4 p. 402 - 407
  • Route2
    • null|null
      74651-77-7
    • In-stock
      5-Aminovaleric acid|CS-W016594
      660-88-8
    • ~47%
    • In-stock
      Boc-NH-C4-acid|CS-W014815
      27219-07-4

    References

    • Lippard, Stephen J.; Barnes, Carmen M.; Haskel, Ariel; Barnes, Katie R. Patent: US2004/235712 A1, 2004 ; Location in patent: Page/Page column 34 ;
  • Route3

    References

    • Flynn, Daniel L.; Zelle, Robert E.; Grieco, Paul A. Journal of Organic Chemistry, 1983 , vol. 48, # 14 p. 2424 - 2426

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-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   75.63
  • LogP   1.766
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   5

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