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CS-W001157 4
Total: USD 88.00

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4,4,4-trifluorobutanoic acid

  • CAS No. 181128-48-3

  • Cat. No. CS-W020182
  • Purity≥98%
  • MDL No.None

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

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4,4,4-trifluorobutanoic acid|CS-W020182

Structure of 181128-48-3

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General Information

  • CAS No. 181128-48-3
  • Cat. No. CS-W020182
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₉H₁₆F₃NO₄
  • Molecular Weight 379.34
  • Synonym(s) None
  • SMILES O=C(O)[C@@H](NC(OCC1C2=C(C3=C1C=CC=C3)C=CC=C2)=O)CC(F)(F)F

Description

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4,4,4-trifluorobutanoic acid features a chiral center at the C2 position and incorporates a fluorenylmethyl carbamate (Fmoc) protecting group for peptide synthesis. The trifluoromethyl substituent imparts enhanced electron-withdrawing character and improved metabolic stability. This compound serves as a key building block for synthesizing fluorinated amino acid derivatives used in bioactive peptide design.

Application

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4,4,4-trifluorobutanoic acid serves as a robust chiral building block for peptide synthesis, leveraging the orthogonal stability of the Fmoc group and the enhanced solubility provided by the trifluoromethyl substituent. Its bench-stable nature and compatibility with standard coupling protocols enable efficient incorporation into complex sequences, while the sterically hindered α-carbon supports controlled diastereoselective transformations in medicinal chemistry applications.

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   3.9307
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   5

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