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

  • CAS No. 178432-48-9

  • Cat. No. CS-0100207
  • Purity≥95%
  • MDL No.MFCD07371961

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

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(3-hydroxyphenyl)propanoic acid|CS-0100207

Structure of 178432-48-9

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General Information

  • CAS No. 178432-48-9
  • Cat. No. CS-0100207
  • Purity ≥95%
  • MDL No. MFCD07371961
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₄H₂₁NO₅
  • Molecular Weight 403.43
  • Synonym(s) N-α-(9-Fluorenylmethoxycarbonyl)-3-hydroxy-L-phenylalanine
  • SMILES O=C([C@@H](NC(OCC1C2=CC=CC=C2C3=CC=CC=C13)=O)CC4=CC=CC(O)=C4)O

Description

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(3-hydroxyphenyl)propanoic acid features a chiral center at the C2 position and incorporates a fluorenylmethyl carbamate (Fmoc) protecting group for peptide synthesis. The pendant 3-hydroxyphenyl moiety provides a polar, aromatic handle for conjugation or derivatization. This compound serves as a key building block in the synthesis of bioactive peptides and peptidomimetics.

Application

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(3-hydroxyphenyl)propanoic acid serves as a chiral building block for peptide synthesis and bioactive molecule construction. The Fmoc group enables orthogonal protection, while the pendant phenolic hydroxyl supports further derivatization. This stable, bench-friendly amino acid derivative facilitates efficient coupling reactions and simplifies purification in solid-phase and solution-phase workflows.

Synthesis

  • Route1
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    • In-stock
      L-m-Tyrosine|CS-W017159
      587-33-7
    • ~%
    • In-stock
      (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(3-hydroxyphenyl)propanoic acid|CS-0100207
      178432-48-9

    References

    • Kwon, Soojin; Myers, Andrew G. Journal of the American Chemical Society, 2005 , vol. 127, # 48 p. 16796 - 16797

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   95.86
  • LogP   3.9266
  • H_Acceptors   4
  • H_Donors   3
  • Rotatable_Bonds   6

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