Journal
CARBOHYDRATE RESEARCH
Volume 344, Issue 8, Pages 966-971Publisher
ELSEVIER SCI LTD
DOI: 10.1016/j.carres.2009.03.016
Keywords
Azasugars; Nojirimycin; Deoxynojirimycin; 3-Acetamido-1,3,5,-trideoxy-1,5-imino-D-glucitol; 3-Acetamido-1,3,5,6-tetradeoxy-1,5-imno-D-glucitol
Funding
- Ministry of Education, Youth and Sports of the Czech Republic [MSM 6046137305]
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3-Acetamido-5-amino-3,5,6-trideoxy-D-glucono-1,5-lactam and 3-acetamido-5-amino-3,5-dideoxy-D-glucono-1,5-lactam were synthesized from corresponding 3-acetamido-3-deoxy-beta-D-glucopyranosides in 63% and 35% overall yield, respectively. Acetylation followed by reduction led to the title 3-acetamido-3-deoxy derivatives of both deoxynojirimycin and 1,6-dideoxynojirimycin. The procedure developed is useful for a multi-gram scale. (C) 2009 Elsevier Ltd. All rights reserved.
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