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CS-W001157 4
Total: USD 88.00

Z-D-Lys(Boc)-OH

  • CAS No. 66845-42-9

  • Cat. No. CS-W008359
  • Purity≥97%
  • MDL No.MFCD00065699

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

Z-D-Lys(Boc)-OH|CS-W008359

Structure of 66845-42-9

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General Information

  • CAS No. 66845-42-9
  • Cat. No. CS-W008359
  • Purity ≥97%
  • MDL No. MFCD00065699
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₉H₂₈N₂O₆
  • Molecular Weight 380.44
  • Synonym(s) None
  • SMILES O=C([C@H](NC(OCC1=CC=CC=C1)=O)CCCCNC(OC(C)(C)C)=O)O

Description

Z-D-Lys(Boc)-OH is a protected D-lysine derivative featuring a benzyloxycarbonyl (Z) group at the α-amino terminus and a tert-butoxycarbonyl (Boc) group on the side-chain amine. This configuration enables selective incorporation into peptide sequences with orthogonal protection, facilitating efficient synthesis of D-amino acid-containing peptides under standard conditions.

Application

Z-D-Lys(Boc)-OH serves as a key chiral building block for the synthesis of D-lysine-containing peptides and peptidomimetics. The Z (benzyloxycarbonyl) group provides robust protection of the α-amino function, while the Boc (tert-butoxycarbonyl) group ensures selective protection of the ε-amino side chain. This dual protection enables orthogonal deprotection strategies in complex peptide assembly, offering excellent bench stability and compatibility with standard coupling protocols.

Synthesis

  • Route1

    References

    • Journal of the American Chemical Society, , vol. 118, # 10 p. 2332 - 2339

Safety Information

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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   113.96
  • LogP   3.061
  • H_Acceptors   5
  • H_Donors   3
  • Rotatable_Bonds   9

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