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CS-W001157 4
Total: USD 88.00

4-(((Tert-butoxycarbonyl)amino)methyl)-3-methylbenzoic acid

  • CAS No. 877858-16-7

  • Cat. No. CS-0469098
  • Purity≥97%
  • MDL No.None

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

4-(((Tert-butoxycarbonyl)amino)methyl)-3-methylbenzoic acid|CS-0469098

Structure of 877858-16-7

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General Information

  • CAS No. 877858-16-7
  • Cat. No. CS-0469098
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₉NO₄
  • Molecular Weight 265.30
  • Synonym(s) 4-(BOC-AMINO)METHYL-3-METHYL-BENZOIC ACID
  • SMILES O=C(O)C1=CC=C(CNC(OC(C)(C)C)=O)C(C)=C1

Description

This protected amino acid derivative features a tert-butoxycarbonyl group that confers bench stability and facilitates selective deprotection during peptide synthesis. The para-substituted aromatic core enables efficient coupling reactions, while the methyl and carboxylic acid functionalities provide orthogonal reactivity for downstream functionalization in medicinal chemistry applications.

Application

4-(((Tert-butoxycarbonyl)amino)methyl)-3-methylbenzoic acid serves as a versatile building block in medicinal chemistry, enabling the synthesis of bioactive heterocycles and peptide conjugates. The Boc-protected amine and carboxylic acid functionalities offer orthogonal reactivity for sequential functionalization, while the tert-butyl group provides bench stability and ease of purification. Its methyl-substituted aromatic core enhances lipophilicity and metabolic stability in downstream scaffolds.

Synthesis

  • Route1
    • null|null
      877858-15-6
    • ~81%
    • In-stock
      4-(((Tert-butoxycarbonyl)amino)methyl)-3-methylbenzoic acid|CS-0469098
      877858-16-7

    References

    • FERRING B.V. Patent: WO2006/21213 A2, 2006 ; Location in patent: Page/Page column 29 ; WO 2006/021213 A2

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07,GHS09
Signal Word : Warning
UN#: 3077
Class : 9
Packing Group : Ⅲ
Hazard Statements : H315-H317-H319-H400
Precautionary Statements : P261-P264-P272-P273-P280-P302+P352-P362+P364-P391-P501

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Computational Chemistry Data

  • TPSA   75.63
  • LogP   2.71792
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   3

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