136233-14-2

Upstream product

• 124751-19-5 (2R,3R,4R)-2-(((tert-butyldimethylsilyl)oxy)methyl)-3,4-dihydro-2H-pyran-3,4-diol 
• 100-39-0 benzyl bromide 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 21193-75-9 D-galactal 

Downstream Products

• 1400883-15-9 C₂₁H₃₂O₅Si 

Relevant academic research and scientific papers

Orthogonal protection of saccharide polyols through solvent-free one-pot sequences based on regioselective silylations

tert-Butyldimethylsilyl (TBDMS) and tert-butyldiphenylsilyl (TBDPS) are alcohol protecting groups widely employed in organic synthesis in view of their compatibility with a wide range of conditions. Their regioselective installation on polyols generally r

Microwave-assisted regioselective benzylation: An access to glycal derivatives with a free hydroxyl group at C4

D-glucal, D-galactal, and their 6-O-TBDMS derivatives were benzylated in a two-step procedure under microwave conditions. In the first step glycals were converted into dibutylstannylene acetal or tributyltin ether intermediates, which were next alkylated with benzyl bromide in the presence of Bu 4NBr. In all cases the 4-OH group stayed unsubstituted. Microwave-assisted benzylation contributes to a significant reduction of the reaction time in comparison with the classical synthesis, which requires several hours of heating. Supplemental materials are available for this article. Go to the publisher's online edition of Journal of Carbohydrate Chemistry to view the free supplemental file.