Protecting-group-free synthesis of glycosyl 1-phosphates
Glycosyl 1-phosphates enriched in the α-anomer are obtained without the use of protecting groups in two steps starting from the free hemiacetal. Condensation of free hemiacetals with toluenesulfonylhydrazide yields a range of glycosylsulfonohydrazide donors which can be oxidized using cupric chloride in the presence of phosphoric acid and the coordinating additive 2-methyl-2-oxazoline to give useful yields of the fully deprotected glycosyl 1-phosphates.
Edgar, Landon John G.,Dasgupta, Somnath,Nitz, Mark
supporting information; experimental part
p. 4226 - 4229
(2012/09/22)
Practical enzyme-based syntheses of uridine 5'-diphosphogalactose and uridine 5'-diphospho-N-acetylgalactosamine on a gram scale
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Heidlas,Lees,Whitesides
p. 152 - 157
(2007/10/02)
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