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CS-W001157 4
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Z-β-D-HomoAla-OH

  • CAS No. 67843-72-5

  • Cat. No. CS-0041678
  • Purity≥97%
  • MDL No.MFCD06223032

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

Z-β-D-HomoAla-OH|CS-0041678

Structure of 67843-72-5

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General Information

  • CAS No. 67843-72-5
  • Cat. No. CS-0041678
  • Purity ≥97%
  • MDL No. MFCD06223032
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₅NO₄
  • Molecular Weight 237.25
  • Synonym(s) None
  • SMILES C[C@@H](NC(OCC1=CC=CC=C1)=O)CC(O)=O

Description

Z-β-D-HomoAla-OH is a stereochemically defined, bench-stable amino acid derivative featuring a Z-configured double bond and a hydroxyl group at the β-position. This configuration enhances its utility in peptide synthesis and chemical biology applications where precise conformational control is required.

Application

Z-β-D-HomoAla-OH serves as a key chiral building block for the synthesis of peptidomimetics and bioactive heterocycles. Its Z-configured double bond provides defined stereochemistry, while the β-amino acid scaffold enables incorporation into constrained peptide frameworks. The hydroxyl group offers a handle for derivatization or protection, enhancing versatility in solid-phase and solution-phase syntheses. Bench-stable and compatible with standard coupling protocols, it facilitates efficient access to complex molecular architectures relevant to medicinal chemistry.

Synthesis

  • Route1
    • null|null
      142035-70-9
    • ~99%
    • In-stock
      Z-β-D-HomoAla-OH|CS-0041678
      67843-72-5

    References

    • Plas, Aurelie; Abrunhosa-Thomas, Isabelle; Chalard, Pierre; Troin, Yves Tetrahedron Letters, 2011 , vol. 52, # 51 p. 6873 - 6876
  • Route2
    • In-stock
      (R)-3-Aminobutanoic acid|CS-W005235
      3775-73-3
    • null|null
      501-53-1
    • ~%
    • In-stock
      Z-β-D-HomoAla-OH|CS-0041678
      67843-72-5

    References

    • Journal of the American Chemical Society, , vol. 129, # 41 p. 12563 - 12570
  • Route3
    • null|null
      501-53-1
    • ~%
    • In-stock
      Z-β-D-HomoAla-OH|CS-0041678
      67843-72-5

    References

    • Journal of Biological Chemistry, , vol. 127, p. 727,730

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

Quality Control

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Computational Chemistry Data

  • TPSA   75.63
  • LogP   1.776
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   5

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