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(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(3,4,5-trifluorophenyl)propanoic acid

  • CAS No. 205526-30-3

  • Cat. No. CS-0101089
  • Purity≥98%
  • MDL No.MFCD00797583

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

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(3,4,5-trifluorophenyl)propanoic acid|CS-0101089

Structure of 205526-30-3

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General Information

  • CAS No. 205526-30-3
  • Cat. No. CS-0101089
  • Purity ≥98%
  • MDL No. MFCD00797583
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₄H₁₈F₃NO₄
  • Molecular Weight 441.40
  • Synonym(s) N-[(9H-fluoren-9-ylmethoxy)carbonyl]-3,4,5-trifluoro-L-phenylalanine
  • SMILES O=C(N[C@@H](CC1=CC(F)=C(F)C(F)=C1)C(O)=O)OCC2C3=C(C4=C2C=CC=C4)C=CC=C3

Description

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(3,4,5-trifluorophenyl)propanoic acid features a sterically hindered chiral center and a fluorenylmethyl carbamate (Fmoc) protecting group, enabling reliable incorporation into peptide synthesis. The trifluorophenyl moiety imparts enhanced electron-withdrawing character and metabolic stability, facilitating efficient coupling under standard conditions.

Application

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(3,4,5-trifluorophenyl)propanoic acid serves as a robust chiral building block for peptide synthesis, offering enhanced stability and orthogonal protection. The Fmoc group enables efficient deprotection under mild conditions, while the trifluorophenyl side chain provides strong electron-withdrawing character and improved solubility. This derivative facilitates straightforward coupling reactions and is well-suited for solid-phase and solution-phase workflows in medicinal chemistry and API development.

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   75.63
  • LogP   4.6383
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   6

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