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CS-W001157 4
Total: USD 88.00

4-((tert-Butoxycarbonyl)(methyl)amino)benzoic acid

  • CAS No. 263021-30-3

  • Cat. No. CS-W010212
  • Purity≥97%
  • MDL No.MFCD04972273

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

4-((tert-Butoxycarbonyl)(methyl)amino)benzoic acid|CS-W010212

Structure of 263021-30-3

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General Information

  • CAS No. 263021-30-3
  • Cat. No. CS-W010212
  • Purity ≥97%
  • MDL No. MFCD04972273
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₇NO₄
  • Molecular Weight 251.28
  • Synonym(s) Boc-4-Methylaminobenzoic Acid
  • SMILES O=C(O)C1=CC=C(N(C(OC(C)(C)C)=O)C)C=C1

Description

This tert-butyl ester derivative of a methylaminobenzoic acid integrates a protected amine and carboxylic acid functionality, enabling sequential deprotection and coupling in peptide synthesis. The electron-withdrawing carbonyl group enhances reactivity at the aromatic ring, while the tert-butoxycarbonyl moiety ensures stability under basic conditions and facilitates selective removal during late-stage functionalization.

Application

4-((tert-Butoxycarbonyl)(methyl)amino)benzoic acid serves as a versatile building block in medicinal chemistry, enabling the synthesis of substituted benzamide derivatives through standard deprotection and coupling protocols. The tert-butyl carbamate group provides orthogonal protection for primary amines, while the carboxylic acid functionality supports direct amide bond formation or esterification. Its bench-stable nature and compatibility with common reaction conditions facilitate efficient multi-step synthesis workflows.

Synthesis

  • Route1

    References

    • JANSSEN PHARMACEUTICA N.V. Patent: WO2004/69792 A2, 2004 ; Location in patent: Page 141 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H317-H412
Precautionary Statements : P261-P272-P273-P280-P302+P352-P363-P501

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Computational Chemistry Data

  • TPSA   66.84
  • LogP   2.7561
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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