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CS-W001157 4
Total: USD 88.00

4-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-1-methyl-1H-pyrrole-2-carboxylic acid

  • CAS No. 195387-29-2

  • Cat. No. CS-0089844
  • Molecule weight362.38
  • Purity≥98%
  • MDL No.MFCD02094546

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

4-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-1-methyl-1H-pyrrole-2-carboxylic acid|CS-0089844

Structure of 195387-29-2

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General Information

  • CAS No. 195387-29-2
  • Cat. No. CS-0089844
  • Purity ≥98%
  • MDL No. MFCD02094546
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₁H₁₈N₂O₄
  • Molecular Weight 362.38
  • Synonym(s) 4-(9H-Fluoren-9-ylmethoxycarbonylamino)-1-methyl-1H-pyrrole-2-carboxylic acid
  • SMILES O=C(C1=CC(NC(OCC2C3=C(C4=C2C=CC=C4)C=CC=C3)=O)=CN1C)O

Description

This fluorenylmethoxycarbonyl-protected pyrrole derivative features a sterically hindered, electron-rich pyrrole core paired with a bench-stable C-terminal carbamate. Designed for efficient incorporation into peptide synthesis workflows, it enables selective N-terminal capping and orthogonal functionalization in complex molecule assembly.

Application

4-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-1-methyl-1H-pyrrole-2-carboxylic acid serves as a robust, bench-stable amino acid building block for peptide synthesis, enabling efficient incorporation of N-methylpyrrole-2-carboxylic acid motifs. Its Fmoc group provides orthogonal protection with high deprotection fidelity, while the methylated pyrrole core offers enhanced metabolic stability and favorable conformational properties in bioactive sequences. The carboxylic acid functionality facilitates standard coupling reactions, supporting versatile applications in medicinal chemistry and macrocyclic scaffold construction.

Synthesis

  • Route1
    • null|null
      335059-62-6
    • ~90%
    • In-stock
      4-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-1-methyl-1H-pyrrole-2-carboxylic acid|CS-0089844
      195387-29-2

    References

    • Wurtz, Nicholas R.; Turner, James M.; Baird, Eldon E.; Dervan, Peter B. Organic Letters, 2001 , vol. 3, # 8 p. 1201 - 1203
  • Route2
    • null|null
      110-71-4
    • null|null
      28920-43-6
    • ~%
    • In-stock
      4-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-1-methyl-1H-pyrrole-2-carboxylic acid|CS-0089844
      195387-29-2

    References

    • US2004/171799 A1, ;
  • Route3
    • 1-Methyl-4-nitro-1H-pyrrole-2-carboxylic acid|CS-0102902
      13138-78-8
    • ~%
    • In-stock
      4-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-1-methyl-1H-pyrrole-2-carboxylic acid|CS-0089844
      195387-29-2

    References

    • Synthetic Communications, , vol. 29, # 6 p. 943 - 949

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 : P260-P264-P270-P271-P280

Quality Control

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Computational Chemistry Data

  • TPSA   80.56
  • LogP   4.0843
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   4

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