Synthesis of 2-acetamido-2-deoxy-D-gulose, 2-acetamido-2-deoxy-D-idose, and 2-deoxy-D-xylo-hexose from 3,4,5,6-tetraacetoxy-D-xylo-1-nitro-1-hexene
- 1 April 1969
- journal article
- Published by Canadian Science Publishing in Canadian Journal of Chemistry
- Vol. 47 (7) , 1245-1247
- https://doi.org/10.1139/v69-203
Abstract
3,4,5,6-Tetraacetoxy-D-xylo-1-nitro-1-hexene with methanolic ammonia afforded a mixture of 2-acetamido-1,2-dideoxy-1-nitro-D-gulitol and 2-acetamido-1,2-dideoxy-1-nitro-D-iditol which were converted via a Nef reaction to 2-acetamido-2-deoxy-D-gulose and 2-acetamido-2-deoxy-D-idose.Reduction of 3,4,5,6-tetraacetoxy-D-xylo-1-nitro-1-hexene afforded 3,4,5,6-tetra-O-acetyl-1,2-dideoxy-1-nitro-D-xylo-hexitol which was converted via the Nef reaction to 2-deoxy-D-xylo-hexose.Keywords
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