203499-07-4

Upstream product

• 98292-07-0 Benzoic acid (2S,3S,4S,6S)-2-bromomethyl-6-methoxy-4-(tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl ester 
• 203498-97-9 Benzoic acid (2R,3R,4S,6S)-6-methoxy-2-methyl-4-(tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl ester 
• 110418-97-8 (2R,3S,4S,6S)-4-hydroxy-6-methoxy-2-methyltetrahydro-2H-pyran-3-yl benzoate 
• 83497-33-0 methyl 4-O-benzoyl-6-bromo-2,6-dideoxy-α-D-ribo-hexopyranoside 
• 123077-02-1 methyl 4-O-benzoyl-2,6-dideoxy-α-D-erythro-hexopyranosyl-3-ulose 

Relevant academic research and scientific papers

On the synthesis of aminoglycosides of cardioactive steroids: A study directed towards β-selective glycosylations of 3-aminodigitoxose with digitoxigenin analogues

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.