74491-86-4

Upstream product

• 74491-82-0 4-(2,2-dimethyl-1,3-dioxolan-4-yloxymethyl)-2,2-dimethyl-2H-dioxole 
• 74491-84-2 4-(formylmethoxy)-2,2-dimethyldioxolan 
• 122-04-3 4-nitro-benzoyl chloride 
• 74491-85-3 2-(2,2-Dimethyl-[1,3]dioxolan-4-yloxy)-ethanol 

Relevant academic research and scientific papers

The Photochemistry of Ketones derived from Carbohydrates. Part 8. Type I Cleavage of 1,2:4,5-Di-O-isopropylidene-β-D-erythro-2,3-hexodiulose-2,6-pyranose: a Synthesis of D-Ribulose from D-Fructose

Solutions of di-O-isopropylidene-β-D-erythro-2,3-hexodiulose-2,6-pyranose (8) in various solvents decarbonylate upon irradiation with u.v. light to give an anomeric mixture of 1,2:3,4-di-O-isopropylidene-D-ribulose (10) and (11), accompanied by variable amounts of the unstable olefin (12) and the aldehyde (13).Compound (13) was found to be a thermal breakdown product from the olefin (12).The photoproduct yields were sensitive to the solvent polarity.The furanose derivatives (10) and (11) were produced with a 1.2:1.0 ratio in 30, 35, and 45percent yields in methyl cyanide, benzene, and n-hexane, respectively.The D-ribulose derivatives (10) and (11) were produced on a preparative scale, isolated free from (12) and (13) by distillation, and hydrolysed to D-ribulose.