50256-48-9

Upstream product

• 67-56-1 methanol 
• 492-62-6 alpha-D-glucopyranose 
• 109-87-5 Dimethoxymethane 
• 709-50-2 methyl beta-D-glucopyranoside 
• 97-30-3 methyl-alpha-D-glucopyranoside 
• 82206-48-2 methyl 2,3-di-O-benzyl-4,6-O-methylidene-α-D-glucopyranoside 
• 17791-36-5 methyl 2,3-di-O-benzyl-α-D-glucopyranoside 

Downstream Products

• 395082-99-2 (2R,4aR,6S,7R,8R,8aS)-6-methoxy-2-(4-nitrophenyl)hexahydropyrano[3,2-d][1,3]dioxin-7,8-diole 

Relevant academic research and scientific papers

REACTION DE TRANSACETALISATION PAR LE DIMETHOXYMETHANE SYNTHESE DE O-METHYLENEACETAL DE DERIVES DU D(+)GLUCOSE

The acid catalyzed and LiBr assisted transacetalization from dimethoxymethane applied to α and β glucosides allows the selective methylenation of the -4 and -6 hydroxyl functions.The α anomer leads to the compound 4 , but under the same conditions, the β anomer leads to a mixture of the methylene acetal protected carbohydrates 4 and 5.Glucose, under our transacetalization conditions, affords, after in-situ O-glycosidation and protection, the same compounds 4 and 5.The classical methylenation using formol/HCl with glucose and glucosides, does not lead to the expected products but to the same glucofuranoside compound 6 which results from a O-demethylation of the glucoside.

Structure and reactions of glycopyranoside derived dialdehydes

Several 4- protected D-glucopyranosides were synthesized and cleaved by sodium metaperiodate. Depending on the protection pattern the resulting dialdehydes showed different types of structures. Predominantly dioxane structures of the hemiacetal or hemiald