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CS-W001157 4
Total: USD 88.00

Bis(2,5-dioxopyrrolidin-1-yl) succinate

  • CAS No. 30364-60-4

  • Cat. No. CS-W018809
  • Purity≥97%
  • MDL No.MFCD00228233

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

Bis(2,5-dioxopyrrolidin-1-yl) succinate|CS-W018809

Structure of 30364-60-4

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General Information

  • CAS No. 30364-60-4
  • Cat. No. CS-W018809
  • Purity ≥97%
  • MDL No. MFCD00228233
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₂N₂O₈
  • Molecular Weight 312.23
  • Synonym(s) None
  • SMILES O=C(ON1C(=O)CCC1=O)CCC(=O)ON2C(=O)CCC2=O

Description

Bis(2,5-dioxopyrrolidin-1-yl) succinate is a highly reactive acylating agent featuring two pyrrolidinone ester groups that enable efficient coupling of carboxylic acids under mild conditions. This reagent facilitates rapid amide bond formation in peptide synthesis and other conjugation workflows, offering excellent solubility and stability during bench handling.

Application

Bis(2,5-dioxopyrrolidin-1-yl) succinate serves as a highly effective active ester reagent for amide bond formation, enabling efficient coupling of carboxylic acids with amines under mild conditions. Its stable, bench-ready form facilitates clean reactions with excellent functional group tolerance, making it ideal for peptide synthesis and the construction of complex molecular scaffolds.

Synthesis

  • Route1

    References

    • ARDELYX, INC.; CHARMOT, Dominique; JACOBS, Jeffrey, W.; LEADBETTER, Michael, Robert; NAVRE, Marc; CARRERAS, Chris; BELL, Noah Patent: WO2010/78449 A2, 2010 ; Location in patent: Page/Page column 291 ; WO 2010/078449 A2
  • Route2
    • In-stock
      HOSU Amino acid impurity|CS-1733141
      6066-82-6
    • null|null
      543-20-4
    • ~52%
    • In-stock
      Bis(2,5-dioxopyrrolidin-1-yl) succinate|CS-W018809
      30364-60-4

    References

    • Hocquelet, Celine; Jankowski, Christopher K.; Pelletier, Andre Lucien; Tabet, Jean-Claude; Lamouroux, Christine; Berthault, Patrick Journal of Inclusion Phenomena and Macrocyclic Chemistry, 2011 , vol. 69, # 1-2 p. 75 - 84
  • Route3

    References

    • Andreev, S. M.; Pavlova, L. A.; Davidovich, Yu. A.; Rogozhin, S. V. Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1980 , vol. 29, # 5 p. 785 - 789 Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1980 , # 5 p. 1078 - 1081

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   127.36
  • LogP   -1.019
  • H_Acceptors   8
  • H_Donors   0
  • Rotatable_Bonds   5

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