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CS-W001157 4
Total: USD 88.00

Z-Asp-OBzl

  • CAS No. 4779-31-1

  • Cat. No. CS-W009401
  • Purity≥98%
  • MDL No.MFCD00038594

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

Z-Asp-OBzl|CS-W009401

Structure of 4779-31-1

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General Information

  • CAS No. 4779-31-1
  • Cat. No. CS-W009401
  • Purity ≥98%
  • MDL No. MFCD00038594
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₉H₁₉NO₆
  • Molecular Weight 357.36
  • Synonym(s) None
  • SMILES O=C(C[C@H](NC(OCC1=CC=CC=C1)=O)C(OCC2=CC=CC=C2)=O)O

Description

Z-Asp-OBzl is a protected aspartic acid derivative featuring a benzyl ester and carbobenzoxy (Cbz) group, enabling seamless incorporation into peptide synthesis. This bench-stable building block facilitates efficient chain elongation under standard conditions while minimizing side reactions.

Application

Z-Asp-OBzl serves as a key dipeptide building block in peptide synthesis, offering orthogonal protection of both α-amino and side-chain carboxyl groups. The Z (benzyloxycarbonyl) group ensures stable α-amino protection during coupling steps, while the Bzl (benzyl) ester facilitates selective deprotection under mild hydrogenolysis conditions. Its bench-stable solid form and compatibility with standard Fmoc and Boc-based workflows make it ideal for synthesizing Aspartic acid-containing peptides, including constrained cyclic sequences and biologically active scaffolds.

Synthesis

  • Route1

    References

    • Jouin, P.; Castro, B.; Zeggaf, C.; Pantaloni, A.; Senet, J.P; et al Tetrahedron Letters, 1987 , vol. 28, # 15 p. 1665 - 1668
  • Route2

    References

    • Jouin, P.; Castro, B.; Zeggaf, C.; Pantaloni, A.; Senet, J.P; et al Tetrahedron Letters, 1987 , vol. 28, # 15 p. 1665 - 1668
  • Route3
    • null|null
      64578-11-6
    • null|null
      27344-79-2
    • ~36%
    • In-stock
      Z-Asp-OBzl|CS-W009401
      4779-31-1
    • null|null
      270570-31-5

    References

    • Wiemann, Arndt; Frank, Ronald; Tegge, Werner Tetrahedron, 2000 , vol. 56, # 10 p. 1331 - 1337

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   101.93
  • LogP   2.4995
  • H_Acceptors   5
  • H_Donors   2
  • Rotatable_Bonds   8

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