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(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4,4-dimethylpentanoic acid

  • CAS No. 359766-58-8

  • Cat. No. CS-0154648
  • Purity≥98%
  • MDL No.MFCD01861369

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

(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4,4-dimethylpentanoic acid|CS-0154648

Structure of 359766-58-8

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General Information

  • CAS No. 359766-58-8
  • Cat. No. CS-0154648
  • Purity ≥98%
  • MDL No. MFCD01861369
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₂H₂₅NO₄
  • Molecular Weight 367.44
  • Synonym(s) Fmoc-beta-t-butyl-D-alanine
  • SMILES CC(C)(C[C@@H](NC(OCC1C2=CC=CC=C2C3=CC=CC=C31)=O)C(O)=O)C

Description

(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4,4-dimethylpentanoic acid is a chiral building block featuring a sterically hindered aliphatic side chain and a fluorenylmethoxycarbonyl (Fmoc) protecting group. This combination enables reliable incorporation into peptide synthesis workflows, offering enhanced stability during coupling steps and efficient deprotection under mild basic conditions.

Application

(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4,4-dimethylpentanoic acid serves as a robust chiral building block for peptide synthesis, offering high enantiomeric purity and bench-stable N-terminal protection. The Fmoc group enables orthogonal deprotection under mild basic conditions, while the sterically hindered 4,4-dimethylpentanoyl side chain minimizes racemization during coupling. Its compatibility with standard solid-phase and solution-phase protocols makes it ideal for synthesizing complex peptide sequences and peptidomimetics.

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   75.63
  • LogP   4.4145
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   5

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