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CS-W001157 4
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6-(2-(tert-Butoxycarbonyl)hydrazinyl)nicotinic acid

  • CAS No. 133081-25-1

  • Cat. No. CS-W005082
  • Purity≥96%
  • MDL No.MFCD03788696

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

6-(2-(tert-Butoxycarbonyl)hydrazinyl)nicotinic acid|CS-W005082

Structure of 133081-25-1

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General Information

  • CAS No. 133081-25-1
  • Cat. No. CS-W005082
  • Purity ≥96%
  • MDL No. MFCD03788696
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₅N₃O₄
  • Molecular Weight 253.25
  • Synonym(s) 6-Boc-Hydrazynonicotinic acid
  • SMILES O=C(O)C1=CN=C(NNC(OC(C)(C)C)=O)C=C1

Description

6-(2-(tert-Butoxycarbonyl)hydrazinyl)nicotinic acid features a hydrazine linker anchored to a pyridine carboxylic acid scaffold, enabling direct conjugation in peptide and bioconjugation workflows. The tert-butoxycarbonyl group provides protection for the hydrazine nitrogen, ensuring stability during synthesis and purification. This derivative facilitates site-specific labeling and coupling reactions under mild conditions.

Application

6-(2-(tert-Butoxycarbonyl)hydrazinyl)nicotinic acid serves as a versatile building block for the synthesis of hydrazine-containing heterocycles and bioactive scaffolds. The Boc-protected hydrazine group enables selective coupling reactions, while the carboxylic acid functionality facilitates amide bond formation or derivatization under standard conditions. Its bench-stable nature and compatibility with common protecting group strategies make it well-suited for iterative synthetic approaches in medicinal chemistry and process development.

Synthesis

  • Route1

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 19, # 16 p. 4764 - 4767
  • Route2

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 17, # 12 p. 3440 - 3444

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   100.55
  • LogP   1.6314
  • H_Acceptors   5
  • H_Donors   3
  • Rotatable_Bonds   3

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