Process for the preparation of glyceraldehyde acetonide

Details Process for the preparation of glyceraldehyde acetonide Process for the preparation of glyceraldehyde acetonide

C - Chemistry, Metallurgy

07

D

C07D 317/26 (2006.01)

Patent

CA 2543303

The invention relates to a process for the preparation of glyceraldehyde acetonide by oxidation of 2,2-dimethyl-1,3-dioxolane-4-methanol by an oxidizing agent, wherein the 2,2-dimethyl-1,3-dioxolane-4-methanol is oxidized by an organic N-chloro compound in the presence of an inert base and TEMPO or a TEMPO-derivative. In one embodiment of the invention enantiomerically enriched glyceraldehyde acetonide is prepared from the corresponding enantiomerically enriched 2,2-dimethyl-1,3-dioxolane-4-methanol. Preferably, the organic N-chloro compount is trichloroisocyanuric acid or dichlorodimethyl hydantoin. Preferably, the inert base is sodium acetate or sodium bicarbonate.

L'invention concerne un procédé de préparation de glycéraldéhyde acétonide par oxydation de 2,2-diméthyl-1,3-dioxolane-4-méthanol au moyen d'un agent oxydant, 2,2-diméthyl-1,3-dioxolane-4-méthanol étant oxydé par un composé N-chloro organique en présence d'une base inerte et de TEMPO ou d'un dérivé de TEMPO. Dans un mode de réalisation, de la glycéraldéhyde acétonide énantiomériquement enrichie est préparée à partir de 2,2-diméthyl-1,3-dioxolane-4-méhanol correspondant énantiomériquement enrichi. De préférence, le composé N-chloro organique est un acide trichloroisocyanurique ou dichlorodiméthylhydantoïne. De préférence, la base inerte est de l'acétate de sodium ou du bicarbonate de sodium.

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