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(S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-(2-fluorophenyl)butanoic acid

  • CAS No. 270596-49-1

  • Cat. No. CS-0047733
  • Purity≥97%
  • MDL No.MFCD01861009

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

(S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-(2-fluorophenyl)butanoic acid|CS-0047733

Structure of 270596-49-1

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General Information

  • CAS No. 270596-49-1
  • Cat. No. CS-0047733
  • Purity ≥97%
  • MDL No. MFCD01861009
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₅H₂₂FNO₄
  • Molecular Weight 419.44
  • Synonym(s) FMOC-(S)-3-AMINO-4-(2-FLUOROPHENYL)BUTANOIC ACID
  • SMILES O=C(O)C[C@@H](NC(OCC1C2=C(C3=C1C=CC=C3)C=CC=C2)=O)CC4=CC=CC=C4F

Description

(S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-(2-fluorophenyl)butanoic acid features a chiral center at the C3 position and incorporates a fluorenylmethyl carbamate (Fmoc) protecting group, enabling its use in peptide synthesis. The para-fluorinated aryl moiety enhances lipophilicity and metabolic stability. This compound serves as a key building block for synthesizing bioactive peptides under standard coupling conditions.

Application

(S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-(2-fluorophenyl)butanoic acid serves as a chiral building block for peptide synthesis, enabling efficient incorporation of sterically demanding, fluorinated arylalanine derivatives. The Fmoc group provides orthogonal protection for primary amines, facilitating selective coupling under standard conditions. Its bench-stable solid form and compatibility with diverse coupling reagents make it ideal for both manual and automated peptide assembly workflows.

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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P501

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Computational Chemistry Data

  • TPSA   75.63
  • LogP   4.7502
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   7

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