137451-28-6Relevant articles and documents
Synthesis of Glycosylated 1-Deoxynojirimycins Starting from Natural and Synthetic Disaccharides
Liu, Bing,van Mechelen, Jeanine,van den Berg, Richard J. B. H. N.,van den Nieuwendijk, Adrianus M. C. H.,Aerts, Johannes M. F. G.,van der Marel, Gijsbert A.,Codée, Jeroen D. C.,Overkleeft, Herman S.
, p. 118 - 129 (2019/01/04)
Iminosugars are an important class of natural products and have been subject to extensive studies in organic synthesis, bioorganic chemistry and medicinal chemistry, yet only a limited number of these studies are on glycosylated iminosugars. Here, a general route of synthesis is presented towards glycosylated 1-deoxynojirimycin derivatives based on the oxidation–reductive amination protocol that in the past has also been shown to be a versatile route towards 1-deoxynojirimycin. The strategy can be applied on commercial disaccharides, as shown in four examples, as well as on disaccharides that are not commercially available and are synthesized for this purpose, as shown by a fifth example.
Development of new glycosylation methodologies for the synthesis of archaeal-derived glycolipid adjuvants
Whitfield, Dennis M.,Yu, Siu H.,Dicaire, Chantale J.,Sprott, G. Dennis
scheme or table, p. 214 - 229 (2010/03/23)
To commercialize the production of glycolipid adjuvants, their synthesis needs to be both robust and inexpensive. Herein we describe a semi-synthetic approach where the lipid acceptor is derived from the biomass of the archaeon Halobacterium salinarum, an
