Aminocyclitols. XXVII. Preparation of Deoxyinosamines from vibo-Quercitol
- 1 October 1971
- journal article
- Published by Oxford University Press (OUP) in Bulletin of the Chemical Society of Japan
- Vol. 44 (10) , 2804-2807
- https://doi.org/10.1246/bcsj.44.2804
Abstract
On bromination with acetyl bromide and acetic anhydride at 130°C, vibo-quercitol (1) gave tetraacetyl 1-bromo-1-deoxy-scyllo-quercitol (2) in 23% yield. Treatment of 2 with sodium azide in an appropriate solvent afforded three azido compounds, from which, by hydrogenation, corresponding three deoxyinosamines were obtained: 1-deoxy-scyllo-2, 5-deoxy-chiro-1 and 1-deoxy-myo-2-inosamine. The latter two are new compounds and their structures were established by their proton magnetic resonance (PMR) spectra and the reaction sequences.This publication has 6 references indexed in Scilit:
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