. Can. J. Chem. 52,3905 (1974).The reaction of ninhydrin with 6-amino-6-deoxy-hexopyranosyl sugars has been investigated. 6-Aldehydocyclohexaamylose and 1,2: 3,4-di-O-isopropylidene-a-~-galacto-hexodialdo-1,5-pyranose have been prepared by oxidative deamination of 6-amino-deoxycyclohexaamylose and 6-amino-6-deoxy-1,2:3,4-di-0-isopropylidene-a-~-gaactopyranose, respectively, using ninhydrin. The preparation of the two aldehydes by the ninhydrin reaction is compared with the method of photolysis of the corresponding azido sugars. The mass spectra of the perdimethylsilyl derivatives of cyclohexaamylose and 0-methyl oxime of 6-aldehydocyclohexaamylose have been recorded. Chem. 52,3905 (1974). On a BtudiB la reaction de la ninhydrine avec les sucres amino-6 deoxy-6 hexopyrannosyles. Les composPs aldehyde-6 cyclohexaamylose et 1,2: 3,4-di-0-isopropylidene-a-D-galactohexodialdo-1,5-pyrannose ont Cte preparks respectivement par une dtamination oxydante du 6-amino-6-dCoxycyclohexaamylose et du 6-amino-6-deoxy-1,2 : 3,4-di-0-isopropylidene-cc-Dgalactopyrannose en utilisant la ninhydrine. La preparation des deux aldthydes par la reaction de la ninhydrine est comparee B la methode de photolyse des sucres azido co~respondants. On a pris les spectres de masse des derives perdimCthylsilyles de la cyclohexaamylose et du 0-mBthyl oxime de la 6-aldBhydocyclohexaamylose.[Traduit par le journal]
The reductive dechlorination of chlorodeoxy sugars by hydrogenation over Raney nickel in the presence of potassium hydroxide or triethylamine has been investigated; a selective dechlorination was observed in most cases with triethylamine. Several new, chlorodeoxy furanoid derivatives have been synthesized by the use of triphenylphosphine–carbon tetrachloride. 13C magnetic resonance spectroscopy has been employed for the assignment of structure to the chlorodeoxy sugars and the corresponding reduced products.
Reduktive Dechlorierung des Dichlor‐allopyranosid‐Derivates (I) in Gegenwart von KOH bzw. Et3N liefert die Produkte (IIa) bzw. (IIb); aus dem Dichlorid (III) wird nach a) die Verbindung (IVa), nach b) jedoch ein Gemisch der Isomeren (IVb) (Hauptprodukt) und (IVc) erhalten.
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