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CS-W001157 4
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Fmoc-D-Dbu(Boc)-OH

  • CAS No. 1310680-44-4

  • Cat. No. CS-0311796
  • Purity≥98%
  • MDL No.None

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

Fmoc-D-Dbu(Boc)-OH|CS-0311796

Structure of 1310680-44-4

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General Information

  • CAS No. 1310680-44-4
  • Cat. No. CS-0311796
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₄H₂₈N₂O₆
  • Molecular Weight 440.49
  • Synonym(s) (S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-((tert-butoxycarbonyl)amino)butanoic acid
  • SMILES CC(C)(C)OC(NC[C@H](CC(O)=O)NC(OCC1C2=CC=CC=C2C3=CC=CC=C31)=O)=O

Description

Fmoc-D-Dbu(Boc)-OH is a specialized amino acid derivative featuring a D-configured backbone and a bulky, electron-deficient Dbu (1,8-diazabicyclo[5.4.0]undec-7-ene) moiety protected as a Boc group. This combination enables robust coupling in peptide synthesis while minimizing side reactions. The Fmoc group facilitates efficient deprotection under mild conditions, and the sterically hindered Dbu unit enhances solubility and reduces racemization during activation. Ideal for incorporating non-natural residues into complex peptide architectures with improved stability and yield.

Application

Fmoc-D-Dbu(Boc)-OH serves as a versatile, bench-stable building block for peptide and heterocyclic synthesis. The Fmoc group enables efficient N-terminal protection in solid-phase peptide synthesis, while the Boc-protected Dbu moiety provides a rigid, sterically hindered base that facilitates deprotonation in challenging coupling reactions. Its orthogonal functionality supports sequential functionalization strategies, and the stable, crystalline nature simplifies purification and handling.

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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P363-P501

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Computational Chemistry Data

  • TPSA   113.96
  • LogP   3.8931
  • H_Acceptors   5
  • H_Donors   3
  • Rotatable_Bonds   7

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