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CS-W001157 4
Total: USD 88.00

Z-Asp(OBzl)-OH

  • CAS No. 3479-47-8

  • Cat. No. CS-0000174
  • Purity≥97%
  • MDL No.MFCD00037820

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

Z-Asp(OBzl)-OH|CS-0000174

Structure of 3479-47-8

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General Information

  • CAS No. 3479-47-8
  • Cat. No. CS-0000174
  • Purity ≥97%
  • MDL No. MFCD00037820
  • 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(O)[C@@H](NC(OCC1=CC=CC=C1)=O)CC(OCC2=CC=CC=C2)=O

Description

Z-Asp(OBzl)-OH features a protected aspartic acid residue with a benzyl ester and benzyloxycarbonyl (Z) group, enabling stable incorporation into peptide chains. This derivative supports efficient coupling reactions under standard conditions, offering reliable access to aspartic acid-containing sequences in synthetic peptides.

Application

Z-Asp(OBzl)-OH serves as a key dipeptide building block for the synthesis of peptide-based pharmaceuticals and biological probes. The Z (benzyloxycarbonyl) group provides stable protection of the α-amino function, while the benzyl ester selectively protects the carboxylic acid, enabling orthogonal deprotection during solid-phase and solution-phase peptide synthesis. Its bench-stable nature and compatibility with standard coupling reagents facilitate reliable incorporation into complex sequences.

Synthesis

  • Route1
    • Dibenzyl ((benzyloxy)carbonyl)-L-aspartate|CS-0361243
      5241-60-1
    • ~97%
    • In-stock
      Z-Asp(OBzl)-OH|CS-0000174
      3479-47-8

    References

    • Yamamoto, Yoshinori; Furuta, Toshiaki; Matsuo, Jiro; Kurata, Tetsuro Journal of Organic Chemistry, 1991 , vol. 56, # 20 p. 5737 - 5738
  • Route2
    • In-stock
      L-Aspartic acid 4-benzyl ester|CS-W020671
      2177-63-1
    • null|null
      501-53-1
    • ~97%
    • In-stock
      Z-Asp(OBzl)-OH|CS-0000174
      3479-47-8

    References

    • Yoshida, Masanori; Narita, Mao; Hara, Shoji Journal of Organic Chemistry, 2011 , vol. 76, # 20 p. 8513 - 8517
  • Route3

    References

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

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-P301+P310-P330-P501

Quality Control

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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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