vestichИзвестия Национальной академии наук Беларуси. Серия химических наукProceedings of the National Academy of Sciences of Belarus, Chemical Series1561-83312524-2342The Republican Unitary Enterprise Publishing House "Belaruskaya Navuka"10.29235/1561-8331-2019-55-2-175-181vestich-388Research ArticleБИООРГАНИЧЕСКАЯ ХИМИЯBIOORGANIC CHEMISTRYПрямая трансформация i-стероидных метиловых эфиров в 6-кетоны: использование в синтезе брассиностероидовDirect transformation of i-steroid methyl ethers in 6-ketones: the use in the synthesis of brassinosteroidsГурскийА. Л.GurskiiA. L.

Гурский Алексей Леонидович – канд. хим. наук, вед. науч. сотрудник

ул. В. Ф. Купревича, 5/2, 220141, Минск

Alaksei L. Gurskii – Ph. D. (Chemistry), Leading researcher

5/2, Kuprevich Str., 220141, Minsk

ahurski@iboch.byЖабинскийВ. Н.ZhabinskiiV. N.

Жабинский Владимир Николаевич – член-корреспондент, д-р хим. наук, доцент, гл. науч. сотрудник

ул. В. Ф. Купревича, 5/2, 220141, Минск

Vladimir N. Zhabinskii – Corresponding Member, D. Sc. (Chemistry), Associate Professor, Chief researcher

5/2, Kuprevich Str., 220141, Minsk

vz@iboch.byХрипачВ. А.KhripachV. A.

Хрипач Владимир Александрович – академик, д-р хим. наук, профессор, зав. лабораторией

ул. В. Ф. Купревича, 5/2, 220141, Минск

Vladimir A. Khripach – Academician, D. Sc. (Chemistry), Professor, Head of the Laboratory

5/2, Kuprevich Str., 220141, Minsk

khripach@iboch.byИнститут биоорганической химии Национальной академии наук БеларусиInstitute of Bioorganic Chemistry of the National Academy of Sciences of Belarus201929062019552175181Copyright © Гурский А.Л., Жабинский В.Н., Хрипач В.А., 20192019Гурский А.Л., Жабинский В.Н., Хрипач В.А.Gurskii A.L., Zhabinskii V.N., Khripach V.A.Данная работа распространяется под лицензией Creative Commons Attribution 4.0.This work is licensed under a Creative Commons Attribution 4.0 License.https://vestichem.belnauka.by/jour/article/view/388

Разработан одностадийный метод трансформации 3α,5-цикло-6β-метиловых эфиров стероидов в соответствующие 3α,5-цикло-6-кетоны – ключевые интермедиаты в синтезе брассиностероидов под действием метил(трифторметил)диоксирана. Возможности метода продемонстрированы на примере получения биосинтетического предшественника брассинолида – 3-дегидротеастерона.

A one-step method for the transformation of 3α,5-cyclo-6β-methyl ethers of steroids into the corresponding 3α,5-cyclo-6-ketones under the action of methyl (trifluoromethyl) dioxirane has been developed. The possibilities of the method have been demonstrated by preparing 3-dehydrotesterone, the biosynthetic precursor of brassinolide.

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The authors declare that there are no conflicts of interest present.