Design and synthesis of two steroid-pyrrolo derivatives using estrone and pregnenolone as chemical tools

Lauro Figueroa-Valverde, Marcela Rosas-Nexticapa, Catalina Cervantes-Ortega, Francisco Díaz-Cedillo, Elodia García-Cervera, Eduardo Pool-Gómez

Research output: Contribution to journalArticlepeer-review

Abstract

Several steroid-pyrrole derivatives have been prepared using different protocols; nevertheless, have some drawbacks such as the use of some reagents that have limited stability and require special conditions. The aim of study involved the synthesis of two steroid-pyrrolo-triazecin derivatives using a series of reactions that involve; cycloaddition [2 + 2], displacement of nitro group, formation of shift base, amidation/cyclization using boric acid (Method A) or carbodiimide derivative (Method B). The results showed that there is a higher yielding with the method A in comparison with the method B. In addition, chemical structure of compounds was confirmed by NMR spectroscopic data.

Original languageEnglish
Pages (from-to)52-65
Number of pages14
JournalOriental Journal of Chemistry
Volume33
Issue number1
DOIs
StatePublished - 2017

Keywords

  • Estrone
  • Pregnenolone
  • Pyrrol
  • Steroid
  • Triazecin

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