Abstract <p><b>Objective:</b> A new library of sydnonimines containing a carboxyethyl group at the exocyclic nitrogen atom was presented. <b>Methods:</b> Four-step synthesis including cyanomethylation, <i>N</i>-nitrosation, cyclization, and final introduction of a carboxyethyl group was used to obtain new sydnonimines. <b>Results and Discussion:</b> We discovered that the proposed approach can be optimized for a gram-scale synthesis with a single chromatographic step. Our method can be applied to obtain libraries of potential biologically active compounds of this class. <b>Conclusions:</b> We designed a new series of sydnonimines with a carboxyethyl group at the exocyclic nitrogen atom. Going forward, the synthesized substances can be potentially used in new promising drug design.</p>

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A New Approach to the Synthesis of Sydnonimines Carboxyethylated at the Exocyclic Nitrogen Atom

  • D. S. Ivanov,
  • S. A. Krasnova,
  • V. Yu. Balaban’yan,
  • N. S. Popov,
  • I. N. Myasnyanko,
  • M. S. Baranov

摘要

Abstract

Objective: A new library of sydnonimines containing a carboxyethyl group at the exocyclic nitrogen atom was presented. Methods: Four-step synthesis including cyanomethylation, N-nitrosation, cyclization, and final introduction of a carboxyethyl group was used to obtain new sydnonimines. Results and Discussion: We discovered that the proposed approach can be optimized for a gram-scale synthesis with a single chromatographic step. Our method can be applied to obtain libraries of potential biologically active compounds of this class. Conclusions: We designed a new series of sydnonimines with a carboxyethyl group at the exocyclic nitrogen atom. Going forward, the synthesized substances can be potentially used in new promising drug design.