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(R)-2-((tert-Butoxycarbonyl)amino)-3-(2,4-difluorophenyl)propanoic acid

  • CAS No. 167993-24-0

  • Cat. No. CS-0154582
  • Purity≥98%
  • MDL No.MFCD07371995

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

(R)-2-((tert-Butoxycarbonyl)amino)-3-(2,4-difluorophenyl)propanoic acid|CS-0154582

Structure of 167993-24-0

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General Information

  • CAS No. 167993-24-0
  • Cat. No. CS-0154582
  • Purity ≥98%
  • MDL No. MFCD07371995
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₇F₂NO₄
  • Molecular Weight 301.29
  • Synonym(s) Boc-D-Phe(2,4-F2)-OH
  • SMILES CC(C)(OC(N[C@@H](C(O)=O)CC1=C(F)C=C(F)C=C1)=O)C

Description

(R)-2-((tert-Butoxycarbonyl)amino)-3-(2,4-difluorophenyl)propanoic acid is a chiral building block featuring a sterically hindered tert-butyl carbamate protecting group and a fluorinated aromatic moiety. This configuration enables stable incorporation into peptide synthesis workflows, where the protected amine facilitates selective coupling reactions under standard conditions.

Application

(R)-2-((tert-Butoxycarbonyl)amino)-3-(2,4-difluorophenyl)propanoic acid serves as a key chiral building block for the synthesis of bioactive peptides and pharmaceutical intermediates. The protected α-amino acid functions effectively in standard coupling reactions, offering excellent bench stability and straightforward deprotection under mild acidic conditions. Its 2,4-difluorophenyl moiety enhances metabolic stability and modulates lipophilicity, making it valuable in medicinal chemistry campaigns targeting CNS and oncology therapeutics.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   75.63
  • LogP   2.4852
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   4

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