Preparation of bisulphite addition compounds of 5-Amino-5-deoxy-D-xylose
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Sulphurous acid alone and in admixture with other stronger acids has been used to hydrolyse 5-amino, 5-N-cyclohexylamino, and 5-N-piperidino derivatives of 5-deoxy-l,2-O-isopropylidene-D-xylose. The bisulphite addition compounds of the corresponding amino sugars were thus isolated. Similarly, methyl 5-amino-5-deoxy- 2,3-O-isopropylidene-D-riboside was hydrolysed to yield the bisulphite addition compound of 5-amino-5-deoxy-D-ribose. Treatment of the bisulphite addition compound of 5-amino-5-deoxy-D-xylose with barium hydroxide gave the free amino sugar as a syrup in 96% yield. Removal of bisulphite from the addition compound of 5-X-cyclohexylamino-5-deoxy-D-xylose gave the free sugar in 30% yield together with an amino acid (XVI).
1948 ◽
Vol 26b
(12)
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pp. 773-776
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2015 ◽
Vol 25
(2)
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pp. 326
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2013 ◽
Vol 29
(5)
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pp. 543-552
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1993 ◽
Vol 60
(4)
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pp. 535-542
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