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5-Chloro-2-((tert-butoxycarbonyl)amino)benzoic acid

  • CAS No. 253677-29-1

  • Cat. No. CS-0040690
  • Purity≥97%
  • MDL No.MFCD02682158

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

5-Chloro-2-((tert-butoxycarbonyl)amino)benzoic acid|CS-0040690

Structure of 253677-29-1

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General Information

  • CAS No. 253677-29-1
  • Cat. No. CS-0040690
  • Purity ≥97%
  • MDL No. MFCD02682158
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₄ClNO₄
  • Molecular Weight 271.70
  • Synonym(s) benzoic acid, 5-chloro-2-[[(1,1-dimethylethoxy)carbonyl]amino]-
  • SMILES O=C(O)C1=CC(Cl)=CC=C1NC(OC(C)(C)C)=O

Description

5-Chloro-2-((tert-butoxycarbonyl)amino)benzoic acid features a sterically shielded tert-butyl carbamate group that stabilizes the amine functionality under standard bench conditions. This protected aniline derivative integrates seamlessly into peptide synthesis workflows, enabling selective coupling reactions without side protection. The electron-withdrawing chlorine substituent enhances reactivity at the adjacent carboxylic acid site.

Application

5-Chloro-2-((tert-butoxycarbonyl)amino)benzoic acid serves as a versatile building block for the synthesis of bioactive heterocycles and peptide-conjugated scaffolds. The ortho-chloro and Boc-protected amine functionalities enable sequential functionalization, including palladium-catalyzed coupling reactions and selective deprotection. Its bench-stable nature and compatibility with standard purification methods facilitate efficient integration into multi-step synthetic sequences for medicinal chemistry and process development.

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   75.63
  • LogP   3.3852
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   2

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