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CS-W001157 4
Total: USD 88.00

Boc-L-Pyroglutaminol

  • CAS No. 81658-25-5

  • Cat. No. CS-W022605
  • Purity≥95%
  • MDL No.None

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

Boc-L-Pyroglutaminol|CS-W022605

Structure of 81658-25-5

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General Information

  • CAS No. 81658-25-5
  • Cat. No. CS-W022605
  • Purity ≥95%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₇NO₄
  • Molecular Weight 215.25
  • Synonym(s) tert-Butyl (2S)-2-(hydroxymethyl)-5-oxopyrrolidine-1-carboxylate
  • SMILES O=C1CC[C@@H](CO)N1C(OC(C)(C)C)=O

Description

Boc-L-Pyroglutaminol serves as a protected amino acid derivative for peptide synthesis, featuring a stable tert-butoxycarbonyl group that enables efficient coupling under standard conditions. The pyroglutamine scaffold provides structural rigidity and enhances solubility in organic solvents, facilitating handling and integration into complex sequences.

Application

Boc-L-Pyroglutaminol serves as a stable, bench-ready building block for the synthesis of pyrrolidine-containing peptides and heterocyclic scaffolds. Its N-Boc protection ensures compatibility with standard amine coupling protocols, while the hydroxyl group enables selective derivatization or incorporation into cyclic structures. Functions effectively in solid-phase and solution-phase peptide synthesis workflows.

Synthesis

  • Route1
    • null|null
      185303-87-1
    • ~%
    • In-stock
      Boc-L-Pyroglutaminol|CS-W022605
      81658-25-5

    References

    • Tetrahedron Letters, , vol. 35, # 23 p. 4019 - 4022
  • Route2
    • tert-Butyl 2-((tert-butyldimethylsilyl)oxy)-1H-pyrrole-1-carboxylate|CS-0534034
      141293-28-9
    • ~%
    • In-stock
      Boc-L-Pyroglutaminol|CS-W022605
      81658-25-5

    References

    • European Journal of Organic Chemistry, , # 6 p. 1395 - 1400
  • Route3
    • null|null
      145221-04-1
    • ~46%
    • In-stock
      Boc-L-Pyroglutaminol|CS-W022605
      81658-25-5

    References

    • Ikota Chemical and Pharmaceutical Bulletin, 1992 , vol. 40, # 7 p. 1925 - 1927

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   66.84
  • LogP   0.9048
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   1

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