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CS-W001157 4
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3-[(tert-Butoxycarbonyl)amino]pyridine-2-carboxylic acid

  • CAS No. 569687-82-7

  • Cat. No. CS-0040717
  • Purity≥97%
  • MDL No.MFCD02181061

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

3-[(tert-Butoxycarbonyl)amino]pyridine-2-carboxylic acid|CS-0040717

Structure of 569687-82-7

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General Information

  • CAS No. 569687-82-7
  • Cat. No. CS-0040717
  • Purity ≥97%
  • MDL No. MFCD02181061
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₄N₂O₄
  • Molecular Weight 238.24
  • Synonym(s) BOC-3-AMINOPYRIDINE-2-CARBOXYLIC ACID
  • SMILES O=C(C1=NC=CC=C1NC(OC(C)(C)C)=O)O

Description

This pyridine-based diacid features a tert-butoxycarbonyl-protected amine and a carboxylic acid at the 3- and 2-positions, respectively. The Boc group enables stable incorporation into peptide couplings, while the orthogonal functionality supports sequential derivatization in synthetic sequences.

Application

3-[(tert-Butoxycarbonyl)amino]pyridine-2-carboxylic acid serves as a versatile building block for the synthesis of pyridine-based heterocycles and bioactive molecules. The protected amine and carboxylic acid functionalities enable orthogonal transformations, facilitating coupling reactions and selective deprotection sequences. Its bench-stable nature and compatibility with standard peptide and medicinal chemistry protocols make it well-suited for iterative synthetic workflows.

Synthesis

  • Route1

    References

    • Luo, Qun-Li; Li, Jing-Ya; Liu, Zhi-Ying; Chen, Ling-Ling; Li, Jia; Qian, Zhen; Shen, Qiang; Li, Yu; Lushington, Gerald H.; Ye, Qi-Zhuang; Nan, Fa-Jun Journal of Medicinal Chemistry, 2003 , vol. 46, # 13 p. 2631 - 2640

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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