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CS-W001157 4
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6-(((tert-Butoxycarbonyl)amino)methyl)picolinic acid

  • CAS No. 171670-07-8

  • Cat. No. CS-0094520
  • Molecule weight252.27
  • Purity≥95%
  • MDL No.MFCD06657528

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

6-(((tert-Butoxycarbonyl)amino)methyl)picolinic acid|CS-0094520

Structure of 171670-07-8

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General Information

  • CAS No. 171670-07-8
  • Cat. No. CS-0094520
  • Purity ≥95%
  • MDL No. MFCD06657528
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₆N₂O₄
  • Molecular Weight 252.27
  • Synonym(s) 6-[(Boc-amino)methyl]-2-pyridinecarboxylic acid
  • SMILES O=C(C1=NC(CNC(OC(C)(C)C)=O)=CC=C1)O

Description

This Boc-protected picolinic acid derivative features a strategically positioned amine handle for facile conjugation, enabling direct incorporation into peptide and small-molecule scaffolds. The tert-butoxycarbonyl group provides robust protection under standard reaction conditions, while the pyridine ring offers enhanced solubility and stability in polar solvents.

Application

6-(((tert-Butoxycarbonyl)amino)methyl)picolinic acid serves as a versatile building block for the synthesis of bioactive heterocycles and peptide conjugates. The tert-butyl carbamate group provides excellent stability under basic conditions and facilitates selective deprotection during late-stage functionalization. Its pendant picolinic acid moiety enables direct coupling reactions, while the benzylic amine functionality supports orthogonal derivatization in multi-step syntheses. Functions reliably in standard SPPS and solution-phase workflows.

Safety Information

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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   1.8045
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   3

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