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2- and 4-Nitrophenyl beta-D-xylopyranosides (4 and 5) were transformed, via dibutyltin oxidemediated 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-beta-glycosides 36 and 37. The 2-and 4-nitrophenyl beta-glycosides of the beta-(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-beta-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 beta-D-xylopyranoside, as well as an alternative approach to the 2- and 4-nitrophenyl beta-xylobiosides.
K Takeo, and
Y Ohguchi, and
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October 1985,
Carbohydrate research,
K Takeo, and
Y Ohguchi, and
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S Kitamura
October 1990,
Carbohydrate research,
K Takeo, and
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January 1977,
Acta poloniae pharmaceutica,
K Takeo, and
Y Ohguchi, and
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August 1990,
Carbohydrate research,
K Takeo, and
Y Ohguchi, and
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May 1992,
Carbohydrate research,
K Takeo, and
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April 2000,
Carbohydrate research,
K Takeo, and
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September 1995,
Carbohydrate research,
K Takeo, and
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April 2000,
Carbohydrate research,
K Takeo, and
Y Ohguchi, and
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June 1976,
Carbohydrate research,
K Takeo, and
Y Ohguchi, and
R Hasegawa, and
S Kitamura
February 1977,
Carbohydrate research,
