A METHOD FOR THE SYNTHESIS OF 17-PYRIMIDINYLANDROSTANE

Authors

  • Александр В. Комков N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Ave., Moscow 119991, Russia
  • Леонид Г. Менчиков N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Ave., Moscow 119991, Russia
  • Андрей С. Дмитренок N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Ave., Moscow 119991, Russia
  • Игорь В. Заварзин Институт органической химии им. Н. Д. Зелинского РАН, Ленинский пр., 47, Москва 119991, Россия

DOI:

https://doi.org/10.1007/7862

Keywords:

dimethylformamide dimethyl acetal, 16α, 17α-epoxyandrosten-5-enes, 17-pyrimidinylandrostanes, condensation.

Abstract

A convenient synthesis method for new 17-pyrimidinylandrostanes based on 3β-hydroxy-17-[3-dimethylamino)acryloyl]-16α,17α-epoxyandrost-5-ene is proposed. The reaction of the epoxyandrostene with guanidine and acetamidine yielded 3β-hydroxy-17-(pyrimidin-4-yl)-16α,17α-epoxyandrost-5-enes, and its reaction with 3-aminopyrazole or 3-amino-1,2,4-triazole resulted in the formation of the respective 3β-hydroxy-17-(pyrazolo[1,5-a]pyrimidin-7-yl)-16α,17α-epoxyandrost-5-ene and 3β-hydroxy-17-(1,2,4-triazolo[1,5-a]-pyrimidin-5-yl)-16α,17α-epoxyandrost-5-ene.

 

Author Biographies

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

Кандидат химических наук, научный сотрудник

Игорь В. Заварзин, Институт органической химии им. Н. Д. Зелинского РАН, Ленинский пр., 47, Москва 119991, Россия

Доктор химических наук, заведующий лабораторией химии стероидных соединений ИОХ РАН

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Published

2023-09-04

Issue

Vol. 59 No. 8 (2023)

Section

Short Communications