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CS-W001157 4
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Mal-NH-Boc

  • CAS No. 134272-63-2

  • Cat. No. CS-0115769
  • Purity≥97%
  • MDL No.MFCD03425523

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

Mal-NH-Boc|CS-0115769

Structure of 134272-63-2

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General Information

  • CAS No. 134272-63-2
  • Cat. No. CS-0115769
  • Purity ≥97%
  • MDL No. MFCD03425523
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₆N₂O₄
  • Molecular Weight 240.26
  • Synonym(s) None
  • SMILES O=C(OC(C)(C)C)NCCN1C(C=CC1=O)=O

Description

Mal-NH-Boc features a maleimide warhead paired with a Boc-protected amine, enabling selective bioconjugation via Michael addition. This stable, bench-ready reagent integrates efficiently into peptide and protein modification workflows, offering high reactivity toward cysteine residues under physiological conditions.

Application

Mal-NH-Boc serves as a versatile building block for the synthesis of peptide mimetics and heterocyclic scaffolds, enabling efficient introduction of a protected amine functionality. Its malonate backbone facilitates nucleophilic addition and subsequent cyclization reactions under mild conditions. The Boc group provides excellent bench stability and orthogonal deprotection compatibility, simplifying purification and downstream functionalization in multi-step syntheses.

Synthesis

  • Route1
    • null|null
      108-31-6
    • In-stock
      NH2-C2-NH-Boc|CS-B0430
      57260-73-8
    • ~48%
    • In-stock
      Mal-NH-Boc|CS-0115769
      134272-63-2

    References

    • Richter, Martin; Chakrabarti, Alokta; Ruttekolk, Ivo R.; Wiesner, Burkhard; Beyermann, Michael; Brock, Roland; Rademann, Joerg Chemistry - A European Journal, 2012 , vol. 18, # 52 p. 16708 - 16715
  • Route2

    References

    • US5180816 A1, ;
  • Route3

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 11, # 21 p. 2843 - 2848

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

Quality Control

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Computational Chemistry Data

  • TPSA   75.71
  • LogP   0.4361
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   3

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