14149-69-0Relevant academic research and scientific papers
Novel syntheses of diphenyl and/or trimethylene dithioacetals of mono- and oligosaccharides in 90% trifluoroacetic acid
Funabashi, Masuo,Arai, Sachiko,Shinohara, Masashi
, p. 333 - 341 (1999)
Dithioacetals of aldopentoses (D-arabinose, D-ribose, D-xylose, and D-lyxose), aldohexoses (D-glucose, D-mannose, D-galactose), and common oligosaccharides (cellobiose, lactose, gentibiose, melibiose, maltose, and maltotriose) were conveniently prepared by reacting the corresponding free sugars respectively with benzenethiol and/or 1,3-propanedithiol at room temperature in 90% trifluoroacetic acid in much better yields than by the conventional methods.
Regioselective Dehydration of Sugar Thioacetals under Mild Conditions
Szpara, Rachel,Goyder, Alexander,Porter, Michael J.,Hailes, Helen C.,Sheppard, Tom D.
supporting information, p. 2488 - 2492 (2021/04/13)
Sugars are abundant in waste biomass, making them sustainable chiral building blocks for organic synthesis. The demand for chiral saturated heterocyclic rings for pharmaceutical applications is increasing as they provide well-defined three-dimensional frameworks that show increased metabolic resistance. A range of sugar thioacetals can be dehydrated selectively at C-2 under mild basic conditions, and the resulting ketene thioacetals can be applied to the production of useful chiral building blocks via further selective dehydration reactions.
