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(2R,3S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(benzyloxy)butanoic acid

  • CAS No. 131545-63-6

  • Cat. No. CS-0158169
  • Purity≥97%
  • MDL No.MFCD00237033

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

(2R,3S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(benzyloxy)butanoic acid|CS-0158169

Structure of 131545-63-6

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General Information

  • CAS No. 131545-63-6
  • Cat. No. CS-0158169
  • Purity ≥97%
  • MDL No. MFCD00237033
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₆H₂₅NO₅
  • Molecular Weight 431.48
  • Synonym(s) FMOC-D-THR(BZL)-OH
  • SMILES C[C@H](OCC1=CC=CC=C1)[C@@H](NC(OCC2C3=CC=CC=C3C4=CC=CC=C42)=O)C(O)=O

Description

This fluorenylmethoxycarbonyl-protected amino acid derivative features a chiral diol backbone with orthogonal functionality: a benzyl ether at C3 and a carbamate group at C2. The C-terminal carboxylic acid is readily activated for peptide coupling, while the fluorenymethoxycarbonyl (Fmoc) moiety enables selective deprotection under mild basic conditions. Designed for solid-phase peptide synthesis, this building block integrates seamlessly into sequential elongation protocols.

Application

(2R,3S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(benzyloxy)butanoic acid serves as a chiral building block for peptide synthesis, enabling efficient formation of sterically defined dipeptide motifs. The Fmoc group provides orthogonal protection for the amine, while the benzyloxy side chain offers stability and selective deprotection. Its bench-stable nature and compatibility with standard coupling conditions facilitate reliable use in solid-phase and solution-phase 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 : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   84.86
  • LogP   4.5836
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   8

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