Synthesis of 2-(16,17-Epoxy-3β,20-dihydroxypregn-5-en-20-yl)1,3-dithiane

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Abstract

The synthesis of 3β,20-dihydroxy-5-pregnene-16,17-epoxy-20-dithian, a new promising synthon for obtaining of OSW-1 aglycone and its analogues, was carried out from diosgenin. In an alternative approach, a “low-temperature” version of the decyclization of the F-ring of diosgenin by the action of the Et3SiOTf-(CF3CO)2O- CH2Cl2 system was implemented to form pseudodiosgenin bis-trifluoroacetate, followed by transformation into a key block.

About the authors

Z. R Valiullina

Ufa Institute of Chemistry UFRC RAS

Email: valiullina.zulya@mail.ru

L. S Khasanova

Ufa Institute of Chemistry UFRC RAS

Email: valiullina.zulya@mail.ru

M. S Miftakhov

Ufa Institute of Chemistry UFRC RAS

Email: valiullina.zulya@mail.ru

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