248257-26-3

Upstream product

• 64694-18-4 methyl 2,3,6-tri-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-α-D-glucopyranoside 

Downstream Products

• 1454799-56-4 O-ethyl-S-[(((methyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1→4)-3,6-di-O-benzyl-α-D-glucopyranos-2-yl)dimethylsilyl)methyl)]dithiocarbonate 
• 1454799-69-9 methyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1→4)-6-O-benzyl-α-D-glucopyranoside 

Relevant academic research and scientific papers

μ-Waves avoid large excesses of diisobutylaluminium-hydride (DIBAL-H) in the debenzylation of perbenzylated α-cyclodextrin

Regioselective double deprotection of cyclodextrins using diisobutylaluminium-hydride (DIBAL-H) has become an important tool in functional cyclodextrin synthesis. When conventionally heated a very large excess of reagent is necessary for the reaction to happen, when μ-waves irradiation is employed the quantity of DIBAL-H can be lowered down to 5 equiv. Reaction with a smaller quantity of DIBAL-H never achieved complete double debenzylation. These results also sustain the mechanistic hypothesis according to which a minimum of two aluminium atoms are necessary for each debenzylation to occur.