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CS-W001157 4
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3-(4-tert-Butoxycarbonylamino-phenyl)propionic acid

  • CAS No. 149506-05-8

  • Cat. No. CS-0213305
  • Purity≥97%
  • MDL No.MFCD06656430

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

3-(4-tert-Butoxycarbonylamino-phenyl)propionic acid|CS-0213305

Structure of 149506-05-8

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General Information

  • CAS No. 149506-05-8
  • Cat. No. CS-0213305
  • Purity ≥97%
  • MDL No. MFCD06656430
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₉NO₄
  • Molecular Weight 265.30
  • Synonym(s) 3-(4-TERT-BUTOXYCARBONYLAMINO-PHENYL)-PROPIONIC ACID
  • SMILES CC(C)(C)OC(=O)NC1=CC=C(C=C1)CCC(=O)O

Description

This boronic acid derivative features a para-substituted phenyl ring bearing a tert-butoxycarbonylamino group, enabling direct incorporation into Suzuki-Miyaura coupling reactions. The propionic acid side chain provides a handle for conjugation and solubility enhancement in aqueous systems.

Application

3-(4-tert-Butoxycarbonylamino-phenyl)propionic acid serves as a versatile building block for the synthesis of bioactive heterocycles and peptide conjugates. The protected aniline moiety enables orthogonal functionalization, while the carboxylic acid facilitates amide coupling and macrocyclization. Bench-stable and readily purified by recrystallization, it functions effectively in standard solution-phase and solid-phase synthesis workflows.

Synthesis

  • Route1

    References

    • Journal of Medicinal Chemistry, , vol. 48, # 17 p. 5530 - 5535

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   3.0508
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   4

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