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CS-W001157 4
Total: USD 88.00

Z-Asn-OH

  • CAS No. 2304-96-3

  • Cat. No. CS-W008233
  • Purity≥98%
  • MDL No.MFCD00008035

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

Z-Asn-OH|CS-W008233

Structure of 2304-96-3

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General Information

  • CAS No. 2304-96-3
  • Cat. No. CS-W008233
  • Purity ≥98%
  • MDL No. MFCD00008035
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₄N₂O₅
  • Molecular Weight 266.25
  • Synonym(s) None
  • SMILES O=C(C[C@H](NC(OCC1=CC=CC=C1)=O)C(O)=O)N

Description

Z-Asn-OH is a protected asparagine derivative featuring a benzoyl (Z) group at the α-amino position and a free carboxylic acid. This bench-stable, moisture-tolerant building block facilitates direct incorporation into peptide chains without side-chain protection, streamlining synthetic workflows in solid-phase peptide synthesis.

Application

Z-Asn-OH serves as a key chiral building block in peptide synthesis, offering stable protection of the side-chain amide and α-amino group. Its benzyloxycarbonyl (Z) group enables orthogonal deprotection under standard hydrogenolysis conditions, while the asparagine side chain remains intact for downstream derivatization. The compound exhibits excellent bench stability and facilitates efficient coupling reactions with minimal racemization, making it a reliable choice for synthesizing complex peptide sequences and peptidomimetics.

Synthesis

  • Route1
    • In-stock
      L-Asparagine|CS-0009702
      70-47-3
    • null|null
      501-53-1
    • ~85%
    • In-stock
      Z-Asn-OH|CS-W008233
      2304-96-3

    References

    • Zhang, Zhenyu; Aerschot, Arthur Van; Hendrix, Chris; Busson, Roger; David, Frank; Sandra, Pat; Herdewijn, Piet Tetrahedron, 2000 , vol. 56, # 16 p. 2513 - 2522
  • Route2
    • Z-Asn-OtBu|CS-0204264
      25456-85-3
    • ~98%
    • In-stock
      Z-Asn-OH|CS-W008233
      2304-96-3

    References

    • Mehta, Anita; Jaouhari, Rabih; Benson, Timothy J.; Douglas, Kenneth T. Tetrahedron Letters, 1992 , vol. 33, # 37 p. 5441 - 5444
  • Route3
    • null|null
      160348-01-6
    • ~0%
    • In-stock
      Z-Asn-OH|CS-W008233
      2304-96-3
    • null|null
      160348-02-7

    References

    • Iding, Hans; Wirz, Beat; Rogers-Evans, Mark Tetrahedron, 2004 , vol. 60, # 3 p. 647 - 653

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   118.72
  • LogP   0.2414
  • H_Acceptors   4
  • H_Donors   3
  • Rotatable_Bonds   6

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