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3-Spiroandrostene-substituted 1,3,4-thiadiazolines

  • Alexander V. Komkov,
  • Leonid G. Menchikov,
  • Andrey S. Dmitrenok,
  • Natalya G. Kolotyrkina,
  • Igor V. Zavarzin

摘要

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.