157956-98-4Relevant academic research and scientific papers
Synthesis of 2- and 4-nitrophenyl β-glycosides of β-(1 → 4)-D-xylo-oligosaccharides of dp 2-4
Takeo,Ohguchi,Hasegawa,Kitamura
, p. 231 - 244 (2007/10/03)
2- and 4-Nitrophenyl β-D-xylopyranosides (4 and 5) were transformed, via dibutyltin oxide-mediated acylation, into the corresponding 2,3-di-O-benzoyl derivatives 11 and 15. Xylobiose and xylotriose were easily isolated by charcoal column chromatography from a commercially available material and converted into the di- and trisaccharide methyl 1-thio-β-glycosides 36 and 37. The 2- and 4-nitrophenyl β-glycosides of the β-(1 → 4)-D-xylo-oligosaccharides of dp 2-4 were synthesized by N-iodosuccinimide-silver triflate-promoted condensation using 11 and 15 as the glycosyl acceptors and ethyl 1-thio-β-D-xylopyranoside triacetate 16, 36, and 37 as the glycosyl donors. Also described are an improved preparation of 4 and 5, and the synthesis of 1-naphthyl β-D-xylopyranoside, as well as an alternative approach to the 2- and 4-nitrophenyl β-xylobiosides.
A short synthesis of β-xylobiosides
Ziser, Lothar,Withers, Stephen G.
, p. 9 - 18 (2007/10/02)
Benzyl 2,3,2',3',4'-penta-O-acetyl-β-xylobioside, 2-nitrophenyl β-xylobioside, 4-nitrophenyl β-xylobioside, and 2-iodobenzyl 1-thio-β-xylobioside were synthesized via a short and highly selective route. β-D-Xylopyranosides were selectively 4-O-triethylsil
