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CS-W001157 4
Total: USD 88.00

6-((tert-Butoxycarbonyl)amino)nicotinic acid

  • CAS No. 231958-14-8

  • Cat. No. CS-0103515
  • Purity≥95%
  • MDL No.MFCD02682388

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

6-((tert-Butoxycarbonyl)amino)nicotinic acid|CS-0103515

Structure of 231958-14-8

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General Information

  • CAS No. 231958-14-8
  • Cat. No. CS-0103515
  • Purity ≥95%
  • MDL No. MFCD02682388
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₄N₂O₄
  • Molecular Weight 238.24
  • Synonym(s) 6-[(tert-Butoxycarbonyl)amino]nicotinic acid
  • SMILES O=C(C1=CC=C(NC(OC(C)(C)C)=O)N=C1)O

Description

6-((tert-Butoxycarbonyl)amino)nicotinic acid features a protected amino group flanked by a pyridine ring, enabling selective deprotection in peptide synthesis. This bench-stable derivative facilitates the incorporation of functionalized nicotinic scaffolds into bioactive molecules under standard conditions.

Application

6-((tert-Butoxycarbonyl)amino)nicotinic acid serves as a versatile building block in medicinal chemistry, enabling the selective introduction of a protected amino group at the 6-position of the nicotinic acid scaffold. The tert-butyl carbamate (Boc) moiety provides excellent bench stability and orthogonal deprotection compatibility, facilitating downstream functionalization via standard hydrogenolysis or acidic cleavage. Its well-defined reactivity supports efficient incorporation into peptide-like sequences and heterocyclic systems relevant to drug discovery workflows.

Synthesis

  • Route1

    References

    • NOVARTIS INTERNATIONAL PHARMACEUTICAL LTD.; BURNS, Christopher, J.; GOSWAMI, Rajesh; JACKSON, Randy, W.; LESSEN, Thomas; LI, Weiping; PEVEAR, Daniel; TIRUNAHARI, Pavan, Kumar; XU, Hongyu Patent: WO2010/130708 A1, 2010 ; Location in patent: Page/Page column 72 ; WO 2010/130708 A1
  • Route2

    References

    • WO2010/144345 A1, ; WO 2010/144345 A1
  • Route3

    References

    • WO2010/144345 A1, ; WO 2010/144345 A1

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   88.52
  • LogP   2.1268
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   2

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