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(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(3-fluorophenyl)propanoic acid

  • CAS No. 198560-68-8

  • Cat. No. CS-W009714
  • Purity≥96%
  • MDL No.MFCD00672328

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

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(3-fluorophenyl)propanoic acid|CS-W009714

Structure of 198560-68-8

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General Information

  • CAS No. 198560-68-8
  • Cat. No. CS-W009714
  • Purity ≥96%
  • MDL No. MFCD00672328
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₄H₂₀FNO₄
  • Molecular Weight 405.42
  • Synonym(s) Fmoc-Phe(3-F)-OH
  • SMILES O=C(O)[C@H](CC1=CC=CC(F)=C1)NC(OCC2C3=C(C4=C2C=CC=C4)C=CC=C3)=O

Description

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(3-fluorophenyl)propanoic acid is a chiral building block featuring a fluorenylmethyl carbamate (Fmoc) protecting group and a sterically defined phenylalanine-like side chain. This configuration enables reliable incorporation into peptide synthesis workflows, where the Fmoc moiety ensures orthogonal deprotection under mild basic conditions. The 3-fluorophenyl group imparts enhanced lipophilicity and metabolic stability to resulting peptidomimetics.

Application

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(3-fluorophenyl)propanoic acid serves as a well-established chiral building block for peptide synthesis, offering high stereochemical fidelity and bench-stable N-terminal protection. The Fmoc group enables efficient deprotection under mild basic conditions, while the 3-fluorophenyl side chain provides enhanced metabolic stability and favorable pharmacokinetic properties in bioactive peptide scaffolds. This compound facilitates robust coupling reactions with broad functional group tolerance, making it ideal for iterative solid-phase and solution-phase synthetic workflows.

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   4.3601
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   6

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