3-SPIROANDROSTENE-SUBSTITUTED 1,3,4-THIADIAZOLINES

Authors

  • Александр В. Комков N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Ave., Moscow 119991, Russia
  • Леонид Менчиков N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Ave., Moscow 119991, Russia https://orcid.org/0000-0002-0375-8939
  • Андрей С. Дмитренок N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Ave., Moscow 119991, Russia
  • Наталья Г. Колотыркина N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Ave., Moscow 119991, Russia
  • Игорь В. Заварзин N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Ave., Moscow 119991, Russia

Keywords:

androstene, oxamic acid thiohydrazides, spiro-1,3,4-thiadiazolines, steroidal 3-ketones

Abstract

A method for the synthesis of 1,3,4-thiadiazoline spiro steroids via ring A by the reaction of steroid 3-ketones with oxamic acid thiohydrazides was developed. It was shown that if a keto group was present both in ring A and in ring D of the precursor steroid, the reaction occurred only at the keto group of ring A. A number of new steroidal 3-spiroandrostene-substituted 1,3,4-thiadiazolines were obtained, which could be easily acetylated at the thiadiazole NH group.

 

Author Biography

Леонид Менчиков, N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Ave., Moscow 119991, Russia

Кандидат химических наук, научный сотрудник

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Published

2024-05-28

Issue

Vol. 60 No. 3/4 (2024)

Section

Original Papers