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CS-W001157 4
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1-Benzyl D-Aspartate

  • CAS No. 79337-40-9

  • Cat. No. CS-M3636
  • Purity≥98%
  • MDL No.MFCD00037289

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

1-Benzyl D-Aspartate|CS-M3636

Structure of 79337-40-9

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General Information

  • CAS No. 79337-40-9
  • Cat. No. CS-M3636
  • Purity ≥98%
  • MDL No. MFCD00037289
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₃NO₄
  • Molecular Weight 223.23
  • Synonym(s) None
  • SMILES N[C@@H](C(OCC1=CC=CC=C1)=O)CC(O)=O

Description

1-Benzyl D-Aspartate is a synthetically accessible, bench-stable dipeptide analog featuring a D-configured aspartic acid residue linked to a benzyl group at the α-amino position. This configuration enhances metabolic stability and resistance to enzymatic degradation. The compound serves as a selective ligand for glutamate receptor subtypes and integrates readily into peptide-based drug discovery workflows requiring stereochemical precision and improved bioavailability.

Application

1-Benzyl D-Aspartate serves as a stable, bench-ready building block for the synthesis of D-aspartic acid-containing peptides and bioactive scaffolds. Its benzyl ester functionality provides enhanced solubility and stability during storage and handling, while enabling straightforward deprotection under standard hydrogenolysis conditions. The molecule facilitates efficient incorporation into peptide chains via established coupling protocols and exhibits predictable reactivity in solid-phase and solution-phase synthesis workflows.

Synthesis

  • Route1

    References

    • Thaqi, Ali; McCluskey, Adam; Scott, Janet L. Tetrahedron Letters, 2008 , vol. 49, # 49 p. 6962 - 6964

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   89.62
  • LogP   0.5318
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   5

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