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CS-W001157 4
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(S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-methylpropanoic acid

  • CAS No. 203854-58-4

  • Cat. No. CS-W014512
  • Purity≥97%
  • MDL No.MFCD03788584

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

(S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-methylpropanoic acid|CS-W014512

Structure of 203854-58-4

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General Information

  • CAS No. 203854-58-4
  • Cat. No. CS-W014512
  • Purity ≥97%
  • MDL No. MFCD03788584
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₉H₁₉NO₄
  • Molecular Weight 325.36
  • Synonym(s) Fmoc-(S)-3-Amino-2-methylpropanoic acid
  • SMILES O=C(O)[C@@H](C)CNC(OCC1C2=C(C3=C1C=CC=C3)C=CC=C2)=O

Description

(S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-methylpropanoic acid is a chiral building block featuring a fluorenylmethoxycarbonyl (Fmoc) protected amino group and a branched aliphatic side chain. This configuration enables efficient incorporation into peptide synthesis workflows, offering excellent solubility and stability under standard coupling conditions.

Application

(S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-methylpropanoic acid serves as a robust chiral building block for peptide synthesis, enabling efficient N-terminal protection of amino acids. The Fmoc group offers high stability under basic conditions and facilitates mild deprotection with piperidine, ensuring compatibility with diverse coupling protocols. Its branched aliphatic side chain enhances solubility and reduces aggregation during solid-phase synthesis, while the stereogenic center ensures precise stereochemical control in target molecule assembly.

Synthesis

  • Route1

    References

    • Helvetica Chimica Acta, , vol. 81, # 2 p. 187 - 206

Safety Information

Download SDS
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   3.2458
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   5

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