Di-T-Butylsilylbis(Trifluoromethanesulfonate)

Catalog Number	ACM85272317-3
CAS Number	85272-31-7
Structure
Molecular Weight	440.46 g/mol
Molecular Formula	C10H18F6O6S2Si
Application	Di-T-Butylsilylbis(Trifluoromethanesulfonate) serves as a specialized reagent designed for the selective protection of polyhydroxy compounds particularly diols It effectively reacts with 12- 13- and 14-diols under mild conditions to form high-yield dialkylsilylene derivatives This process occurs within a temperature range of 0–50°C achieving yields between 79% and 96% What sets this reagent apart is its ability to react with hindered alcohols such as pinacol at 100°C over 24 hours to form silylene derivatives Unique among similar reagents the derivatives of 12-diols formed by Di-T-Butylsilylbis(Trifluoromethanesulfonate) are more reactive than those of 13- and 14-diols undergoing rapid hydrolysis in a THF/H2O mixture at pH 10 whereas the latter remain stable at pH 4–10 for several hours This reagent also stands out for its stability under conditions used in PDC oxidation and tosylation of alcohols While its application in alcohol protection has been limited it has shown utility in protecting nucleosides and has been employed for the selective α-galactosylation in synthesizing α-galactosyl ceramides and N-homoceramides The deprotection process is efficiently facilitated by applying aqueous hydrofluoric acid in acetonitrile The method involves the sequential addition of the ditriflate and triethylamine into the nucleoside using DMF with careful consideration of the solvent choice being crucial for successful application
Packaging	10 g; 100 g;

Custom Reviews

November 03, 2024

Highly Effective Reagent for Selective Protection

Di-T-Butylsilylbis(Trifluoromethanesulfonate) performed excellently in ensuring high yield conversions of diols during our recent research project, crucial for synthesizing N-homoceramides. Its reactivity and efficiency streamlined our laboratory procedures significantly.

※  Please kindly noted that this product is for research use only.

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