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Acta Chimica Sinica ›› 1961, Vol. 27 ›› Issue (2): 155-159. Previous Articles Next Articles
屠传忠, 胡振元, 汪猷
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TU CHUAN-TSUNG, HU CHEN-YUAN, WANG YU
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Periodic oxidation of N,N‘-bis-DNP-streptamine (I) (DNP=2,4 dinitrophenyl), methyl N-DNP-β-D-glucosaminide (II) and methyl N-DNP-a-D-glucosaminide (III) has beerm studied.In aqueous methanol, the compounds I, II and III consumed 1.9, 0.99 and 1.2 moles of periodic acid respectively within 48 hrs.A product isolated from the periodic oxilotion of I was recrystallized from methanol- or ethanol-petroleum ether and found by analysis to contain one molecule of the corresponding alcohol in its composition.It showed no aldehydic carbonyl adsorption in both IR and UV spectra.Acetylation of the oxidatiozn product yielded a triacetate derivative (VI).Thus the recrystallized oxidation products mentioned above must exist in the cyclic "hemialdal"[10,11] form, shown as (Va) and (V6) respectively, in spite of the fact that a bis-p-nitrophenylhydrazone has been obtained froera Va.It can also be concluded that the N-DNP group neither participates in nor gives any.significant effect on the oxidative splitting of the a-glycol by periodic acid,
TU CHUAN-TSUNG, HU CHEN-YUAN, WANG YU. STUDIES ON AMINO SUGAR Ⅳ.PERIODIC OXIDATION OF N-DNP-AMINO SUGARS[J]. Acta Chimica Sinica, 1961, 27(2): 155-159.
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