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CS-W001157 4
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Boc-D-Ala-OSu

  • CAS No. 34404-33-6

  • Cat. No. CS-0046202
  • Purity≥95%
  • MDL No.MFCD00037907

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

Boc-D-Ala-OSu|CS-0046202

Structure of 34404-33-6

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General Information

  • CAS No. 34404-33-6
  • Cat. No. CS-0046202
  • Purity ≥95%
  • MDL No. MFCD00037907
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₈N₂O₆
  • Molecular Weight 286.28
  • Synonym(s) None
  • SMILES CC(C)(C)OC(N[C@H](C)C(ON1C(CCC1=O)=O)=O)=O

Description

Boc-D-Ala-OSu delivers a protected D-alanine residue with high reactivity for peptide coupling. This activated ester features a stable Boc group and a reactive sulfonyl isourea moiety, enabling efficient amide bond formation under mild conditions. The structure ensures compatibility with sensitive substrates and facilitates straightforward deprotection in subsequent synthetic steps.

Application

Boc-D-Ala-OSu serves as a reliable building block for peptide synthesis, enabling efficient incorporation of D-alanine residues via orthogonal coupling. The O-succinimidyloxycarbonyl (OSu) group facilitates rapid reaction with primary amines under mild conditions, while the Boc protecting group ensures stability during manipulations. This reagent exhibits excellent functional group tolerance and simplifies purification, making it well-suited for both manual and automated solid-phase synthesis workflows.

Synthesis

  • Route1

    References

    • Journal of the Chemical Society, Chemical Communications, , # 15 p. 1155 - 1156

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   102.01
  • LogP   0.5068
  • H_Acceptors   6
  • H_Donors   1
  • Rotatable_Bonds   3

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