Production of glycosyl fluorides
OwnerHalina ZHYLITSKAYA, Katharina KETTELHOIT +3inventors
InventorsHalina ZHYLITSKAYA, Katharina KETTELHOIT, Gyula DEKANY, Györgyi OSZTROVSZKY, Ferenc HORVATH
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Abstract
The present invention relates to a novel and efficient method for the production of glycosyl fluorides by the fluorination of a protected saccharide with a fluorinating agent, such as poly(hydrogen fluoride), triethylamine trihydrofluoride, and DMPU-HF, wherein the fluorination is performed in the presence of a Lewis acid.
Claims22
Method for producing a glycosyl fluoride by the fluorination of a protected saccharide, wherein each hydroxyl group of said protected saccharide is derivatized with a protecting group, and wherein the anomeric hydroxyl group of said protected saccharide is derivatized with an acyl protecting group,
- the method comprising the steps of:
- reacting the protected saccharide with a fluorinating agent, wherein the fluorinating agent is selected from the group consisting of pyridinium poly(hydrogen fluoride), triethylamine trihydrofluoride, and DMPU-HF, thereby obtaining a protected glycosyl fluoride,
- deprotecting the protected glycosyl fluoride, thereby producing the glycosyl fluoride,
- and wherein the step of reacting the protected saccharide with the fluorinating agent is performed in the presence of a Lewis acid.
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Dependencies are inferred from the claim text.