134353-80-3

Upstream product

• 134387-12-5 3-C-<2'-O-(tert-butyldiphenylsilyloxy)ethyl>-3-deoxy-1,2-O-isopropylidene-5-O-(triphenylmethyl)-α-D-ribofuranose 
• 20590-54-9 1,2-O-isopropylidene-5-O-(triphenylmethyl)-α-D-erythro-pentofuranos-3-ulose 
• 133508-14-2 3-C-<2'-O-(tert-butyldiphenylsilyloxy)ethyl>-3-deoxy-1,2-O-isopropylidene-α-D-ribofuranose 
• 507-09-5 tiolacetic acid 
• 58399-76-1 3-Deoxy-3-C-(2'-hydroxyethyl)-1,2-O-isopropylidene-5-O-(triphenylmethyl)-α-D-ribofuranose 

Downstream Products

• 134353-84-7 Acetic acid (3S,4R,5R)-4-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-5-diacetoxymethyl-tetrahydro-thiophen-3-yl ester 
• 134353-81-4 Acetic acid (2S,3R,4S,5S)-2-acetoxy-5-acetylsulfanylmethyl-4-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-tetrahydro-furan-3-yl ester 
• 134353-82-5 Acetic acid (1S,2S)-2-((4R,5S)-5-acetoxy-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-acetylsulfanylmethyl-4-(tert-butyl-diphenyl-silanyloxy)-butyl ester 
• 134353-82-5 Acetic acid (1S,2S)-2-((4R,5R)-5-acetoxy-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-acetylsulfanylmethyl-4-(tert-butyl-diphenyl-silanyloxy)-butyl ester 

Relevant academic research and scientific papers

Branched-chain thiosugars: Temperature effects in the acetolytic deacetalation of furanose sugars

The synthesis of the branched-chain thiosugar derivatives 8 and 13 from 1,2-O-isopropylidene-D-xylofuranose is described. The acetolytic cleavage of the acetonide group from 8 and 13 was found to yield products arising from opening of the furanose ring when carried out at low temperatures. These include the novel thiolanes 9 and 17. The desired 1,2-di-O-acetyl furanoses 6 and 14 were obtained when the reaction was performed at higher temperatures.