Glycosylation of steroids with silver silicate and 2-deoxy-2-fluoro-α-D-glucopyranosyl bromide triacetate

@inproceedings{Cern1989GlycosylationOS,
  title={Glycosylation of steroids with silver silicate and 2-deoxy-2-fluoro-α-D-glucopyranosyl bromide triacetate},
  author={Ivan C̆ern{\'y} and Petr Novotn'y and Pavel Dra{\vs}ar and Miroslav Havel and Josef Pac{\'a}k},
  year={1989}
}
Glycosylation with the title glycosyl bromide I in 1,2-dichloroethane in the presence of silver silicate and a molecular sieves afforded mixtures of 3,4,6-tri-O-acetyl-2-deoxy-2-fluoro-α- and β-D-glucopyranosides (V−X), derived from ethyl (20E)-3β-hydroxy-24-nor-5,20(22)-choladien-23-oate (II), (20E)-3β-hydroxy-5β-pregn-20-ene-21-carboxylate (III) and 3β,ee-dihydroxy-5β,14β-card-20(22)-enolide (IV, digitoxigenin), in which the β-anomers predominated. Separation and deacetylation furnished the… CONTINUE READING