Abstract
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).
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