Syntheses of 6-Guanidino-hexoses and 5-Guanidino-pentoses
- 1 December 1993
- journal article
- research article
- Published by Taylor & Francis in Journal of Carbohydrate Chemistry
- Vol. 12 (8) , 1173-1186
- https://doi.org/10.1080/07328309308020126
Abstract
Guanidinations of primary amines were performed with 3,5-dimethylpyrazolylformamidinium nitrate. 6-Deoxy-6-guanidino derivatives of unprotected N-acetyl-glucosamine and of glucosamine were prepared, with both products existing as pyranoses. In the pentose series, 5-deoxy-5-guanidinio-D-xylose nitrate (17) and -D-arabinose nitrate (22) were synthesized. For both compounds, besides some α-D-xylo-pyranose and β-D-arabino-pyranose, mainly the furanoses are found.Keywords
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