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CS-W001157 4
Total: USD 88.00

2-Carboethoxyimidazole

  • CAS No. 33543-78-1

  • Cat. No. CS-D1176
  • Purity≥97%
  • MDL No.MFCD03426031

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

2-Carboethoxyimidazole|CS-D1176

Structure of 33543-78-1

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General Information

  • CAS No. 33543-78-1
  • Cat. No. CS-D1176
  • Purity ≥97%
  • MDL No. MFCD03426031
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₈N₂O₂
  • Molecular Weight 140.14
  • Synonym(s) None
  • SMILES CCOC(C1=NC=CN1)=O

Description

2-Carboethoxyimidazole delivers a reactive imidazole moiety flanked by an ester group, enabling efficient coupling in peptide synthesis and functionalization of biomolecules. This bench-stable reagent integrates readily under standard conditions, offering high yield and selectivity in amide bond formation.

Application

2-Carboethoxyimidazole serves as a versatile reagent for the selective introduction of imidazole functionality under mild conditions. It enables efficient N-activation in peptide coupling and heterocycle synthesis, offering excellent bench stability and compatibility with common functional groups. Its carboethoxy group facilitates subsequent derivatization, making it a practical tool for building complex scaffolds in medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • null|null
      64-17-5
    • null|null
      163769-73-1
    • ~66%
    • In-stock
      2-Carboethoxyimidazole|CS-D1176
      33543-78-1

    References

    • INFINITY PHARMACEUTICALS INC.; INTELLIKINE, LLC; CASTRO, Alfredo, C.; EVANS, Catherine, A.; JANARDANANNAIR, Somarajannair; LESCARBEAU, Andre; LIU, Tao; SNYDER, Daniel, A.; TREMBLAY, Martin, R.; REN, Pingda; LIU, Yi; LI, Liansheng; CHAN, Katrina Patent: WO2013/12915 A1, 2013 ; Location in patent: Paragraph 00945 ; WO 2013/012915 A1
  • Route2
    • Ethyl 1-benzyl-1H-imidazole-2-carboxylate|CS-0466699
      865998-45-4
    • ~98%
    • In-stock
      2-Carboethoxyimidazole|CS-D1176
      33543-78-1

    References

    • Satam, Vijay; Patil, Pravin; Babu, Balaji; Rice, Toni; Porte, Alexander; Alger, Shannon; Zeller, Matthias; Lee, Moses Synthetic Communications, 2014 , vol. 44, # 7 p. 968 - 975

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   54.98
  • LogP   0.5864
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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