98292-07-0Relevant articles and documents
On the synthesis of aminoglycosides of cardioactive steroids: A study directed towards β-selective glycosylations of 3-aminodigitoxose with digitoxigenin analogues
Finizia, Gabriella
, p. 75 - 98 (1998)
Carbamate derivatives of 3-aminodigitoxose (D-ristosamine) were prepared, with the purpose of synthesizing 3-amino-β-digitoxosyl derivatives of cardioactive steroids. A 1,3 participation procedure, used under acid or mercury salt catalysis, and the imidate procedure were investigated. A careful fine tuning of the glycosylation conditions was necessary in order to obtain significant β-D-stereoselectivity, which proved to be mainly dependent on the polarity of the solvent and the relative reactivity of the sugar and the nucleophile.