NOVEL METHODS FOR CHEMICAL SYNTHESIS OF GLYCOSYLATED SPHINGOSINES

Described herein are novel methods of preparing sphingosines and glycosylated sphingosines. A method of preparing a glycosylated sphingosine as described herein includes an efficient, four-step route for synthesizing lactosylsphingosine (LacbβSph) from Garner's aldehyde. Also described herein i...

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Bibliographic Details
Main Authors GUCCHAIT, Arin, CHEN, Xi, YU, Hai, AGRAHARI, Anand Kumar
Format Patent
LanguageEnglish
French
Published 30.05.2024
Subjects
CHEMISTRY
DERIVATIVES THEREOF
METALLURGY
NUCLEIC ACIDS
NUCLEOSIDES
NUCLEOTIDES
ORGANIC CHEMISTRY
SUGARS
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Summary:Described herein are novel methods of preparing sphingosines and glycosylated sphingosines. A method of preparing a glycosylated sphingosine as described herein includes an efficient, four-step route for synthesizing lactosylsphingosine (LacbβSph) from Garner's aldehyde. Also described herein is a cost-effective method of synthesizing a variety of glycosylated sphingosines, sphingosines and glycosyl acceptors, including both the d18:1 and d20:1 D-erythro-sphingosines and the d18:1 and d20:1 D-erythro-sphingosine glycosyl acceptors, from xylose. L'invention concerne de nouveaux procédés de préparation de sphingosines et de sphingosines glycosylées. Un procédé de préparation d'une sphingosine glycosylée telle que décrite dans la description comprend une voie efficace en quatre étapes pour synthétiser la lactosylsphingosine (LacbβSph) à partir d'aldéhyde de Garner. L'invention concerne également un procédé rentable de synthèse de sphingosines glycosylées, de sphingosines et d'accepteurs de glycosyle divers, comprenant les d18 : 1 et d20 : 1 D-érythro-sphingosines et les accepteurs de glycosyle d18 : 1 et d20 : 1 D-érythro-sphingosines, à partir de xylose.
Bibliography:Application Number: WO2023US80479