D-APIOSE
- 1 March 1958
- journal article
- Published by Canadian Science Publishing in Canadian Journal of Chemistry
- Vol. 36 (3), 480-485
- https://doi.org/10.1139/v58-068
Abstract
Naturally-occurring apiose is shown by synthesis to be the D-isomer in the open-chain form. In this synthesis 3-O-benzyl-D-fructose is cyanohydrated and the resulting heptonic lactones are reduced to 3-O-benzyl-2-C-(hydroxymethyl)-D-arabo-hexitol. The latter is oxidized with lead tetraacetate affording 2-O-benzyl-3-C-(hydroxymethyl)-D-glycero-tetrose which, on debenzylation, gives 3-C-(hydroxymethyl)-D-glycero-tetrose (D-apiose).Keywords
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