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CS-W001157 4
Total: USD 88.00

3-((tert-Butoxycarbonyl)amino)-4-methylbenzoic acid

  • CAS No. 231958-04-6

  • Cat. No. CS-W021750
  • Purity≥98%
  • MDL No.MFCD01861378

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

3-((tert-Butoxycarbonyl)amino)-4-methylbenzoic acid|CS-W021750

Structure of 231958-04-6

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General Information

  • CAS No. 231958-04-6
  • Cat. No. CS-W021750
  • Purity ≥98%
  • MDL No. MFCD01861378
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₇NO₄
  • Molecular Weight 251.28
  • Synonym(s) Boc-3-amino-4-methylbenzoic acid
  • SMILES O=C(O)C1=CC=C(C)C(NC(OC(C)(C)C)=O)=C1

Description

This tert-butyl ester-protected amino acid derivative features a sterically hindered Boc group and a methyl-substituted aromatic ring, enabling stable incorporation into peptide synthesis workflows. The para-methyl substituent enhances electron density in the aromatic system, while the carboxylic acid functionality supports efficient coupling reactions under standard conditions.

Application

3-((tert-Butoxycarbonyl)amino)-4-methylbenzoic acid serves as a versatile building block in peptide and medicinal chemistry, enabling the synthesis of substituted benzamide derivatives. The tert-butoxycarbonyl (Boc) group provides stable protection for primary amines under acidic conditions, while the carboxylic acid functionality facilitates amide coupling reactions. Its methyl substituent enhances metabolic stability and modulates electronic properties. This compound exhibits excellent bench stability, simplifies purification via standard chromatography, and functions reliably in multi-step syntheses requiring orthogonal functional group handling.

Synthesis

  • Route1
    • In-stock
      Di-tert-butyl dicarbonate|CS-0017817
      24424-99-5
    • 3-Amino-4-methylbenzoic acid Nilotinib Impurity|CS-0229206
      2458-12-0
    • ~99%
    • In-stock
      3-((tert-Butoxycarbonyl)amino)-4-methylbenzoic acid|CS-W021750
      231958-04-6

    References

    • Selness, Shaun R.; Monahan, Joseph B.; Schindler, John F.; Devadas, Balekudru; Hockerman, Susan L. Patent: US2012/142708 A1, 2012 ; Location in patent: Page/Page column 23 ;
  • Route2
    • Methyl 3-((tert-butoxycarbonyl)amino)-4-methylbenzoate|CS-0372228
      330807-44-8
    • ~77%
    • In-stock
      3-((tert-Butoxycarbonyl)amino)-4-methylbenzoic acid|CS-W021750
      231958-04-6

    References

    • Dominique, Romyr; Luk, Kin-Chun; Qiao, Qi; Rossman, Pamela Loreen Patent: US2012/184548 A1, 2012 ; Location in patent: Page/Page column 41 ; US 20120184548 A1
  • Route3
    • Methyl 3-amino-4-methylbenzoate Nilotinib Impurity|CS-0229205
      18595-18-1
    • ~%
    • In-stock
      3-((tert-Butoxycarbonyl)amino)-4-methylbenzoic acid|CS-W021750
      231958-04-6

    References

    • US2012/184548 A1, ; US 20120184548 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   75.63
  • LogP   3.04022
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   2

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