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À propos de : Improved Straightforward ChemicalSynthesis of Dihydroxyacetone Phosphatethrough Enzymatic Desymmetrization of2,2-Dimethoxypropane-1,3-diol        

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  • Improved Straightforward ChemicalSynthesis of Dihydroxyacetone Phosphatethrough Enzymatic Desymmetrization of2,2-Dimethoxypropane-1,3-diol
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  • Dihydroxyacetone phosphate (DHAP) was synthesized in high purity and yield in four steps starting fromdihydroxyacetone dimer (DHA) (47% overall yield). DHA wasconverted into 2,2-dimethoxypropane-1,3-diol, which wasdesymmetrized by acetylation with lipase AK. The alcoholfunction was phosphorylated to give dibenzyl phosphateester 4. From 4, two routes were investigated for large-scalesynthesis of DHAP. First, acetate hydrolysis was performedprior to hydrogenolysis of the phosphate protective groups.The acetal hydrolysis was finally catalyzed by the phosphategroup itself. Second, acetate and acetal hydrolysis wereperformed in one single step after hydrogenolysis.
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