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Upstream product

• 6752-49-4 (4aR,6S,8aR)-6-Methoxy-2-phenyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-8-one 
• 79621-95-7 (4aR,6S,8aS)-8-[1-Butoxy-meth-(E)-ylidene]-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine 

Relevant academic research and scientific papers

A CONVENIENT ROUTE TO FUNCTIONALIZED BRANCHED-CHAIN SUGARS VIA A TOSYL-EPOXIDE DERIVATIVE

Starting from methyl 4,6-O-benzylidene-2-deoxy-α-D-ribo-hexopyranoside-3-ulose 1 and proceeding through its corresponding tosyl-epoxide derivative 2, various branched-chain sugars (3-8) were prepared by nucleophilic and reductive ring openings.The presence of the sulfonylated oxirane group was found to be compatible with chemical transformations of the benzylidene acetal group (9-11), allowing facile access to the 6-deoxyhexoses (12-13).

SEHR EINFACHES SYNTHESEPRINZIP FUER FORMYL-VERZWEIGTE KOHLENHYDRATE VOM STREPTOSE-TYP

n-Butylvinyl ethers, prepared by Wittig olefination of aldos-3-ulose derivatives react upon osmium tetraoxide hydroxylation with immediate formation of OH-C-CHO branched carbohydrates.