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CS-W001157 4
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Boc-D-Pyroglutaminol

  • CAS No. 128811-37-0

  • Cat. No. CS-0154804
  • Purity≥95%
  • MDL No.MFCD12911763

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

Boc-D-Pyroglutaminol|CS-0154804

Structure of 128811-37-0

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General Information

  • CAS No. 128811-37-0
  • Cat. No. CS-0154804
  • Purity ≥95%
  • MDL No. MFCD12911763
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₇NO₄
  • Molecular Weight None
  • Synonym(s) tert-Butyl (2R)-2-(hydroxymethyl)-5-oxopyrrolidine-1-carboxylate USP/EP/BP
  • SMILES CC(C)(C)OC(=O)N1[C@H](CCC1=O)CO

Description

Boc-D-Pyroglutaminol features a protected D-pyroglutamine scaffold with a hydroxyl group, enabling direct incorporation into peptide sequences. The Boc group ensures stability during synthesis, while the pendant alcohol facilitates conjugation or derivatization. This building block supports efficient access to cyclic peptides and bioactive analogs under standard conditions.

Application

Boc-D-Pyroglutaminol serves as a stable, bench-ready building block for the synthesis of D-pyrrolidin-2-one derivatives and cyclic peptide intermediates. Its N-Boc protection ensures compatibility with diverse coupling conditions, while the hydroxyl group enables selective derivatization or further functionalization. This chiral scaffold facilitates efficient access to bioactive heterocycles and is particularly valuable in the construction of constrained peptidomimetics and kinase inhibitor scaffolds.

Synthesis

  • Route1
    • null|null
      185303-67-7
    • ~%
    • In-stock
      Boc-D-Pyroglutaminol|CS-0154804
      128811-37-0

    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-D-Pyroglutaminol|CS-0154804
      128811-37-0

    References

    • Journal of Medicinal Chemistry, , vol. 40, # 2 p. 168 - 180
  • Route3
    • null|null
      141293-15-4
    • ~%
    • In-stock
      Boc-D-Pyroglutaminol|CS-0154804
      128811-37-0

    References

    • Journal of Medicinal Chemistry, , vol. 40, # 2 p. 168 - 180

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-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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