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CS-W001157 4
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2-{1-[({[(9h-fluoren-9-yl)methoxy]carbonyl}amino)methyl]cyclohexyl}acetic acid

  • CAS No. 882847-19-0

  • Cat. No. CS-0262070
  • Purity≥98%
  • MDL No.None

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

2-{1-[({[(9h-fluoren-9-yl)methoxy]carbonyl}amino)methyl]cyclohexyl}acetic acid|CS-0262070

Structure of 882847-19-0

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General Information

  • CAS No. 882847-19-0
  • Cat. No. CS-0262070
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₄H₂₇NO₄
  • Molecular Weight 393.48
  • Synonym(s) Fmoc-gabapentin
  • SMILES O=C(O)CC1(CNC(OCC2C3=CC=CC=C3C4=CC=CC=C42)=O)CCCCC1

Description

This fluorenylmethoxycarbonyl-protected amino acid derivative features a cyclohexyl-substituted acetic acid side chain, enabling incorporation into peptide sequences with enhanced stability. The bulky fluoren-9-ylmethoxycarbonyl group provides efficient protection and facile removal under mild conditions, ideal for solid-phase peptide synthesis workflows.

Application

2-{1-[({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)methyl]cyclohexyl}acetic acid serves as a versatile building block for peptide and peptidomimetic synthesis, enabling efficient incorporation of functionalized cyclohexyl motifs. The fluorenylmethoxycarbonyl (Fmoc) group provides excellent orthogonal protection for primary amines, while the pendant carboxylic acid facilitates coupling reactions under standard conditions. Its bench-stable nature and compatibility with diverse reaction environments make it ideal for solid-phase and solution-phase workflows in medicinal chemistry and API development.

Synthesis

  • Route1

    References

    • Wu, Haitao; Kaur, Gurpreet; Griffiths, Gary L. Tetrahedron Letters, 2009 , vol. 50, # 18 p. 2100 - 2102

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

Quality Control

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Computational Chemistry Data

  • TPSA   75.63
  • LogP   4.9503
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   6

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