78136-27-3

Upstream product

• 69351-19-5 Shi's ketone 
• 63319-09-5 1,2:4,5-di-O-isopropylidene-3-C-methyl-β-D-psicopyranose 
• 78136-26-2 1,2:3,4-di-O-isopropylidene-3-C-methyl-β-D-psicofuranose 
• 98-59-9 p-toluenesulfonyl chloride 

Relevant academic research and scientific papers

SYNTHESIS OF SOME DERIVATIVES OF 3-C-METHYL-D-PSICOSE, 3-C-METHYL-D-FRUCTOSE, AND 6-DEOXY-3-C-METHYL-D-PSICOSE

The synthesis of di-O-isopropylidene derivatives of 3-C-methyl-D-psicose (3) and 3-C-methyl-D-fructose by the reaction of 1,2:4,5-di-O-isopropylidene-β-D-erythro-hexo-2,3-diulo-2,6-pyranose (2) with methylmagnesium iodide and methyllithium is described.The reaction of 2 with diazomethane and reduction of the resulting epoxides gave the same branched-chain sugars.Isomerisation of 3 and its transformation into the 6-deoxy-5-iodo derivative 9, followed by catalytic hydrogenation and hydrolysis of the isopropylidene groups, gave 6-deoxy-3-C-methyl-D-psicose.