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

  • CAS No. 270596-43-5

  • Cat. No. CS-W011614
  • Purity≥97%
  • MDL No.MFCD01861002

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

(S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-(4-chlorophenyl)butanoic acid|CS-W011614

Structure of 270596-43-5

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General Information

  • CAS No. 270596-43-5
  • Cat. No. CS-W011614
  • Purity ≥97%
  • MDL No. MFCD01861002
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₅H₂₂ClNO₄
  • Molecular Weight 435.90
  • Synonym(s) FMOC-PHE(4-CL)-(C*CH2)OH
  • SMILES O=C(O)C[C@@H](NC(OCC1C2=C(C3=C1C=CC=C3)C=CC=C2)=O)CC4=CC=C(Cl)C=C4

Description

(S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-(4-chlorophenyl)butanoic acid features a chiral center at the 3-position, enabling stereoselective synthesis in peptide and pharmaceutical development. The fluorenylmethoxycarbonyl (Fmoc) group provides robust protection for amine functionalities, while the para-chlorophenyl moiety imparts enhanced lipophilicity and metabolic stability. This compound integrates seamlessly into solid-phase peptide synthesis workflows under standard conditions.

Application

(S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-(4-chlorophenyl)butanoic acid serves as a well-established chiral building block for peptide synthesis and medicinal chemistry applications. The Fmoc-protected amine enables straightforward coupling reactions, while the para-chlorophenyl group provides structural rigidity and metabolic stability. Bench-stable and easily purified by chromatography, it functions reliably in standard solid-phase and solution-phase protocols.

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   5.2645
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   7

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