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CS-W001157 4
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((S)-1-ethoxy-1-oxopentan-2-yl)-L-alanine

  • CAS No. 82834-12-6

  • Cat. No. CS-0003964
  • Molecule weight217.26
  • Purity≥95%
  • MDL No.MFCD07782126

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

((S)-1-ethoxy-1-oxopentan-2-yl)-L-alanine|CS-0003964

Structure of 82834-12-6

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General Information

  • CAS No. 82834-12-6
  • Cat. No. CS-0003964
  • Purity ≥95%
  • MDL No. MFCD07782126
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₉NO₄
  • Molecular Weight 217.26
  • Synonym(s) None
  • SMILES C[C@@H](C(O)=O)N[C@H](C(OCC)=O)CCC

Description

This chiral β-amino acid derivative features a stereodefined (S)-configuration at the C-2 position, combining a pendant ethoxy carbonyl group with a hydrophobic pentan-2-yl backbone. The molecule integrates a stable amide linkage and exhibits favorable solubility in organic solvents, enabling straightforward incorporation into peptide-based scaffolds under standard coupling conditions.

Application

(S)-1-Ethoxy-1-oxopentan-2-yl-L-alanine serves as a versatile chiral building block for the synthesis of bioactive peptides and peptidomimetics. Its ethoxy-ketone functionality enables efficient α-alkylation and condensation reactions, while the protected L-alanine moiety provides stereocontrol and compatibility with standard peptide coupling protocols. Bench-stable and amenable to purification by flash chromatography, it facilitates the construction of complex heterocyclic scaffolds and medicinally relevant frameworks in iterative synthesis workflows.

Synthesis

  • Route1
    • null|null
      112243-70-6
    • ~87%
    • In-stock
      ((S)-1-ethoxy-1-oxopentan-2-yl)-L-alanine|CS-0003964
      82834-12-6

    References

    • Journal of Medicinal Chemistry, , vol. 34, # 1 p. 439 - 447
  • Route2

    References

    • EP1792896 A1, ; Page/Page column 8; 9 ;
  • Route3

    References

    • EP1792896 A1, ; Page/Page column 8 ;

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
Precautionary Statements : P264-P270-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   75.63
  • LogP   0.7809
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   7

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