SYNTHESES OF 6-GUANIDINO-HEXOSES AND 5-GUANIDINO-PENTOSES

Authors
WESSEL HP
Citation
Hp. Wessel, SYNTHESES OF 6-GUANIDINO-HEXOSES AND 5-GUANIDINO-PENTOSES, Journal of carbohydrate chemistry, 12(8), 1993, pp. 1173-1186
Citations number
27
Categorie Soggetti
Chemistry Inorganic & Nuclear",Biology
Journal title
Journal of carbohydrate chemistry → ACNP
ISSN journal
07328303
Volume
12
Issue
8
Year of publication
1993
Pages
1173 - 1186
Database
ISI
SICI code
0732-8303(1993)12:8<1173:SO6A5>2.0.ZU;2-W
Abstract
Guanidinations of primary amines were performed with 3,5-dimethylpyraz olylformamidinium nitrate. 6-Deoxy-6-guanidino derivatives of unprotec ted N-acetyl-glucosamine and of glucosamine were prepared, with both p roducts existing as pyranoses. In the pentose series, 5-deoxy-5-guanid inio-D-xylose nitrate (17) and -D-arabinose nitrate (22) were synthesi zed. For both compounds, besides some alpha-D-xylo-pyranose and beta-D -arabino-pyranose, mainly the furanoses are found.