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

  • CAS No. 1231709-23-1

  • Cat. No. CS-0179052
  • Purity≥97%
  • MDL No.None

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

(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2,4-dimethylpentanoic acid|CS-0179052

Structure of 1231709-23-1

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General Information

  • CAS No. 1231709-23-1
  • Cat. No. CS-0179052
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₂H₂₅NO₄
  • Molecular Weight 367.44
  • Synonym(s) Fmoc-α-Me-D-Leu-OH
  • SMILES CC(C[C@](C(O)=O)(NC(OCC1C2=CC=CC=C2C3=CC=CC=C31)=O)C)C

Description

(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2,4-dimethylpentanoic acid serves as a chiral building block for peptide synthesis, featuring a sterically hindered side chain and a bench-stable fluorenylmethoxycarbonyl (Fmoc) protecting group. This configuration enables efficient incorporation into N-terminal protected amino acids with minimal racemization under standard coupling conditions.

Application

(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2,4-dimethylpentanoic acid serves as a robust chiral building block for peptide synthesis, offering high stereoselectivity and bench stability. The Fmoc group enables efficient N-terminal protection with orthogonal deprotection under mild basic conditions. Its branched aliphatic side chain enhances solubility and reduces aggregation during solid-phase synthesis, facilitating purification and handling in iterative coupling 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   75.63
  • LogP   4.4145
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   6

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