Agricultural and Biological Chemistry
Online ISSN : 1881-1280
Print ISSN : 0002-1369
ISSN-L : 0002-1369
Syntheses of a Neobiosamine C Derivative and Its Analogs
Harukazu FUKAMIShoji IKEDAHideki KOHNOMinoru NAKAJIMA
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1975 年 39 巻 12 号 p. 2383-2388

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Methyl 2, 5-di-O-p-nitrobenzoyl-β-D-ribofuranoside was prepared via methyl 2, 3-O-ethoxyethylidene-β-D-ribofuranoside from D-ribose. It was condensed with 3, 4, 6-tri-O-acetyl-2-deoxy-2-(2', 4'-dinitroanilino)-α-D-glucopyranosyl bromide and 3, 4-di-O-acetyl-2, 6-dideoxy-2-(2', 4'-dinitroanilino)-6-phthalimido-α-D-glucopyranosyl bromide by a modified Königs-Knorr reaction to give neobiosamine analogs. The condensation reaction gave α-glucosides as the minor product, and the corresponding β-glucoside as the major product.
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