134353-76-7

Upstream product

• 58399-76-1 3-Deoxy-3-C-(2'-hydroxyethyl)-1,2-O-isopropylidene-5-O-(triphenylmethyl)-α-D-ribofuranose 
• 507-09-5 tiolacetic acid 
• 20590-54-9 1,2-O-isopropylidene-5-O-(triphenylmethyl)-α-D-erythro-pentofuranos-3-ulose 

Downstream Products

• 133508-00-6 Acetic acid (2S,3R,4R,5S)-2-acetoxy-4-(2-acetylsulfanyl-ethyl)-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-3-yl ester 
• 134353-78-9 Acetic acid (S)-2-(tert-butyl-diphenyl-silanyloxy)-1-((2R,3R)-2-diacetoxymethyl-tetrahydro-thiophen-3-yl)-ethyl ester 
• 134353-79-0 3-C<(1R)-1-acetoxy-2-O-(tert-butyldiphenylsilyloxy)>-1,2-di-O-acetyl-3,4,5-trideoxy-5-thio-β-L-threo-pentopyranose 
• 134353-77-8 3-C-<2'-(acetylthio)ethyl>-5-O-tert-butyldiphenylsilyl-3-deoxy-1,2-O-isopropylidene-α-D-ribofuranose 
• 134353-85-8 Acetic acid (S)-2-(tert-butyl-diphenyl-silanyloxy)-1-((2R,3R)-2-formyl-tetrahydro-thiophen-3-yl)-ethyl 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.