89291-64-5

Upstream product

• 10343-13-2 benzyl-2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside 
• 572-09-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide 
• 100-51-6 benzyl alcohol 
• 4304-12-5 (2R,3R,4S,5S,6R)-2-(benzyloxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol 
• 89291-62-3 benzyl-2-O-(allyloxycarbonyl)-4,6-O-(tetraisopropyldisiloxane-1,3-diyl)-β-D-glucopyranoside 
• 89291-61-2 benzyl-4,6-O-(tetraisopropyldisiloxane-1,3-diyl)-β-D-glucopyranoside 
• 108-24-7 acetic anhydride 
• 89291-63-4 benzyl-2-O-allyl-4,6-O-(tetraisopropyldisiloxane-1,3-diyl)-β-D-glucopyranoside 

Relevant academic research and scientific papers

Selective Allylation of sugar derivatives containing the 1,1,3,3-tetraisopropyldisiloxane-1,3-diyl protective group

Using the method of Guibe et al. we were able to selectively introduce an allyl group at the 2-position in methyl-4,6-O-(tetraisopropyldisiloxane-1,3-diyl)-α-D-glucopyranoside and benzyl-4,6-O-(tetraisopropyldisiloxane-1,3-diyl)-α-D-glucopyranoside.The dynamic properties of the tetraisopropyldisiloxane-1,3-diyl protective group gave us access to a glucose derivative which carried a 1-propenyl group at the 2-position, an allyl group at the 6-position and a tetra isopropyldisiloxane-1,3-diyl at the 3,4-position together with a glucose derivative protected with an allyl, an acetyl and a 3-hydroxytetraisopropyldisiloxanyl at the 2-, 3- and 4-positions, respectively.