53776-55-9

Upstream product

• 2270-08-8 3,6-anhydro-4,5-O-isopropylidene-D-mannitol 
• 98-59-9 p-toluenesulfonyl chloride 
• 71485-96-6 O²,O³-isopropyliden-1,4-anhydro-D-mannitol 

Downstream Products

• 18524-11-3 phenylosazone of 1-deoxy-D-erythro-2,3-hexodiulose 
• 86782-07-2 benzyl 1-deoxy-4,5-O-isopropylidene-D-erythro-2,3-hexodiulo-3,6-furanoside 
• 86782-06-1 3,6-anhydro-4,5-O-isopropylidene-1-O-tosyl-D-fructose 

Relevant academic research and scientific papers

SYNTHESIS OF A DERIVATIVE OF 1-DEOXY-D-erythro-2,3-HEXODIULOSE AND ITS CONVERSION INTO NONENZYMIC BROWNING PRODUCTS

A new synthesis of 1-deoxy-4,5-O-isopropylidene-D-erythro-2,3-hexodiulose (5), a stable derivative of the elusive 1-deoxy-D-erythro-2,3-hexodiulose (6), starting from 3,6-anhydro-4,5-O-isopropylidene-D-mannitol (1) is described.Acid hydrolysis of 5 produced 6, which without isolation was treated with piperidine acetate to yield piperidino-hexose-reductone (7) and 2,3-dihydro-3,5-dihydroxy-6-methyl-4H-pyran-4-one (8).A third component in the reaction mixture has been tentatively assigned from mass-spectroscopic data the structure 4-hydroxy-2-hydroxymethyl-5-methyl-3(2H)-furanone (9).