N-glycosideの過沃度酸々化に就いて (第7報)

抄録

Contrary to expectations, p-nitro-N-methylaniline-N-glucoside consumed 5 moles of periodic acid in oxidation. Since α-amino alcohol, which does not possess free hydrogen in the nitrogen, does not react with periodic acid, the foregoing result was assumed to be due to a secondary reaction by the clialdehyde compound, the primary oxidation product, which had received hydrolysis and consumed more periodic acid than was expected. This was proved by the comparison of the rate of periodic acid consumption and of hydrolysis in piperidine-N-glucosioe 3, 4, 6-triacetate. These facts suggested that it would be impossible to make structural determination of the lactol ring in arylamine-N-glucosides by periodic acid oxidation.