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CS-W001157 4
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Tert-butyl (tert-butoxycarbonyl)-L-homoserinate

  • CAS No. 81323-58-2

  • Cat. No. CS-0466505
  • Molecule weight275.34
  • Purity≥95%
  • MDL No.MFCD08275190

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

Tert-butyl (tert-butoxycarbonyl)-L-homoserinate|CS-0466505

Structure of 81323-58-2

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General Information

  • CAS No. 81323-58-2
  • Cat. No. CS-0466505
  • Purity ≥95%
  • MDL No. MFCD08275190
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₂₅NO₅
  • Molecular Weight 275.34
  • Synonym(s) (S)-tert-Butyl 2-((tert-butoxycarbonyl)amino)-4-hydroxybutanoate
  • SMILES CC(C)(OC([C@@H](NC(OC(C)(C)C)=O)CCO)=O)C

Description

Tert-butyl (tert-butoxycarbonyl)-L-homoserinate delivers a protected homoserine derivative with enhanced solubility and stability under standard conditions. The tert-butoxycarbonyl group enables efficient incorporation into peptide synthesis workflows, while the L-homoserinate backbone provides a chiral scaffold for bioactive molecule construction. This compound serves as a key intermediate in the development of peptidomimetics and enzyme substrates.

Application

Tert-butyl (tert-butoxycarbonyl)-L-homoserinate serves as a protected amino acid building block for peptide synthesis and heterocycle construction. Its Boc group provides excellent bench stability and facilitates straightforward deprotection under mild acidic conditions. The molecule exhibits high functional group tolerance, enabling efficient coupling reactions with various nucleophiles and serving as a reliable precursor in the synthesis of bioactive scaffolds and complex intermediates.

Synthesis

  • Route1

    References

    • EP2322500 A1, ; Page/Page column 26-27 ;
  • Route2
    • In-stock
      Di-tert-butyl dicarbonate|CS-0017817
      24424-99-5
    • null|null
      215182-75-5
    • ~95%
    • In-stock
      Tert-butyl (tert-butoxycarbonyl)-L-homoserinate|CS-0466505
      81323-58-2

    References

    • Heterocycles, , vol. 76, # 2 p. 1121 - 1131
  • Route3

    References

    • Tetrahedron, , vol. 57, # 30 p. 6557 - 6566

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   84.86
  • LogP   1.6038
  • H_Acceptors   5
  • H_Donors   2
  • Rotatable_Bonds   4

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