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1-(((9H-fluoren-9-yl)methoxy)carbonyl)azetidine-2-carboxylic acid

  • CAS No. 184763-07-3

  • Cat. No. CS-0505514
  • Purity≥98%
  • MDL No.MFCD02093995

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

1-(((9H-fluoren-9-yl)methoxy)carbonyl)azetidine-2-carboxylic acid|CS-0505514

Structure of 184763-07-3

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General Information

  • CAS No. 184763-07-3
  • Cat. No. CS-0505514
  • Purity ≥98%
  • MDL No. MFCD02093995
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₉H₁₇NO₄
  • Molecular Weight 323.34
  • Synonym(s) N-Fmoc-RS-2-Azetidinecarboxylic acid
  • SMILES O=C(O)C1CCN1C(=O)OCC1C2=CC=CC=C2C2=CC=CC=C21

Description

This fluorenylmethoxycarbonyl-protected azetidine derivative features a strained four-membered ring ideal for peptide synthesis. The Fmoc group enables orthogonal protection, while the azetidine core introduces conformational rigidity and enhanced metabolic stability in bioactive peptides. Designed for efficient coupling under standard conditions, this building block streamlines incorporation of constrained amino acid analogs into complex sequences.

Application

1-(((9H-Fluoren-9-yl)methoxy)carbonyl)azetidine-2-carboxylic acid serves as a robust, bench-stable protected azetidine building block for peptide and medicinal chemistry applications. Its Fmoc group enables orthogonal deprotection under mild basic conditions, while the strained azetidine ring facilitates C–N bond formation in standard coupling reactions. The compound exhibits excellent functional group tolerance and simplifies purification due to high solubility and minimal side-product formation.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   66.84
  • LogP   3.0944
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   3

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