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3-((tert-Butoxycarbonyl)amino)-3-phenylpropanoic acid

  • CAS No. 14676-01-8

  • Cat. No. CS-0134778
  • Molecule weight265.30
  • Purity≥98%
  • MDL No.MFCD02090695

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

3-((tert-Butoxycarbonyl)amino)-3-phenylpropanoic acid|CS-0134778

Structure of 14676-01-8

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General Information

  • CAS No. 14676-01-8
  • Cat. No. CS-0134778
  • Purity ≥98%
  • MDL No. MFCD02090695
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₉NO₄
  • Molecular Weight 265.30
  • Synonym(s) 3-(Boc-Amino)-3-phenylpropionic acid
  • SMILES O=C(CC(C1=CC=CC=C1)NC(OC(C)(C)C)=O)O

Description

This protected phenylalanine derivative features a tert-butoxycarbonyl group that confers bench stability and facilitates straightforward deprotection. The pendant phenyl ring enhances aromatic character, while the carboxylic acid functionality enables coupling reactions in peptide synthesis workflows under standard conditions.

Application

3-((tert-Butoxycarbonyl)amino)-3-phenylpropanoic acid serves as a valuable building block in peptide synthesis and medicinal chemistry, enabling the introduction of phenyl-substituted amino acid motifs with high functional group tolerance. The Boc-protected amine and carboxylic acid functionalities facilitate sequential coupling reactions and orthogonal deprotection strategies. Its bench-stable nature and straightforward purification support scalable synthesis workflows in API development.

Synthesis

  • Route1
    • In-stock
      Di-tert-butyl dicarbonate|CS-0017817
      24424-99-5
    • null|null
      3646-50-2
    • ~93%
    • In-stock
      3-((tert-Butoxycarbonyl)amino)-3-phenylpropanoic acid|CS-0134778
      14676-01-8

    References

    • WO2011/42145 A1, ; Page/Page column 53-54 ; WO 2011/042145 A1
  • Route2

    References

    • Chemistry - A European Journal, , vol. 11, # 15 p. 4387 - 4395
  • Route3
    • null|null
      90270-52-3
    • ~%
    • In-stock
      3-((tert-Butoxycarbonyl)amino)-3-phenylpropanoic acid|CS-0134778
      14676-01-8

    References

    • Journal of the American Chemical Society, , vol. 127, # 15 p. 5376 - 5383

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   75.63
  • LogP   2.7271
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   4

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