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CS-W001157 4
Total: USD 88.00

3-(tert-Butoxycarbonylamino)-4-methoxybenzoic acid

  • CAS No. 306937-12-2

  • Cat. No. CS-0040698
  • Purity≥95%
  • MDL No.MFCD01765428

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

3-(tert-Butoxycarbonylamino)-4-methoxybenzoic acid|CS-0040698

Structure of 306937-12-2

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General Information

  • CAS No. 306937-12-2
  • Cat. No. CS-0040698
  • Purity ≥95%
  • MDL No. MFCD01765428
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₇NO₅
  • Molecular Weight 267.28
  • Synonym(s) Boc-3-amino-4-methoxybenzoic acid
  • SMILES O=C(O)C1=CC=C(OC)C(NC(OC(C)(C)C)=O)=C1

Description

This tert-butyl ester-functionalized benzoic acid derivative features a methoxy group at the para position and a protected amine via Boc, enabling selective deprotection and coupling in peptide synthesis. The combination of electron-donating methoxy and sterically shielded Boc moiety enhances stability under standard conditions, streamlining incorporation into complex molecular architectures.

Application

3-(tert-Butoxycarbonylamino)-4-methoxybenzoic acid serves as a versatile building block for the synthesis of bioactive heterocycles and peptide-conjugated scaffolds. Its orthogonal functionality—tolerant to standard coupling conditions—enables selective derivatization of the carboxylic acid and amine groups, facilitating efficient access to diverse pharmacophores via amidation, esterification, or cyclization reactions. The tert-butoxycarbonyl (Boc) group provides robust protection under acidic conditions, while the methoxy substituent enhances solubility and modulates electronic effects in subsequent transformations.

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   84.86
  • LogP   2.7404
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   3

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