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(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-5-(((allyloxy)carbonyl)amino)pentanoic acid

  • CAS No. 214750-74-0

  • Cat. No. CS-0157977
  • Purity≥96%
  • MDL No.MFCD00798638

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

(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-5-(((allyloxy)carbonyl)amino)pentanoic acid|CS-0157977

Structure of 214750-74-0

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General Information

  • CAS No. 214750-74-0
  • Cat. No. CS-0157977
  • Purity ≥96%
  • MDL No. MFCD00798638
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₄H₂₆N₂O₆
  • Molecular Weight 438.47
  • Synonym(s) FMOC-D-ORN(ALOC)-OH
  • SMILES C=CCOC(NCCC[C@@H](NC(OCC1C2=CC=CC=C2C3=CC=CC=C31)=O)C(O)=O)=O

Description

This chiral fluorenylmethoxycarbonyl-protected amino acid derivative features a bench-stable, electron-rich fluorenyl moiety that enhances solubility and facilitates purification. The allyloxycarbonyl group enables mild deprotection under photochemical or palladium-catalyzed conditions, while the (R)-configuration ensures stereochemical fidelity in peptide synthesis workflows.

Application

(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-5-(((allyloxy)carbonyl)amino)pentanoic acid serves as a robust chiral building block for peptide synthesis, combining the orthogonal protection of Fmoc and allyloxycarbonyl (Alloc) groups. The Alloc moiety enables mild deprotection under palladium catalysis, while the Fmoc group is stable under standard coupling conditions. Its bench-stable nature and compatibility with diverse coupling reagents facilitate efficient, high-yield peptide elongation and on-resin modifications in both academic and industrial workflows.

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 : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   113.96
  • LogP   3.6707
  • H_Acceptors   5
  • H_Donors   3
  • Rotatable_Bonds   10

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