By David C. Baker, Derek Horton
Advances in Carbohydrate Chemistry and Biochemistry, a part of a protracted working serial that begun in 1945, offers severe and informative articles written via study experts that combine the economic, analytical, and technological facets of biochemistry, natural chemistry, and instrumentation technique within the examine of carbohydrates. each one article presents a definitive interpretation of the present prestige and destiny developments in carbohydrate chemistry and biochemistry.
- Features contributions from prime specialists and specialists who concentrate on carbohydrate chemistry, biochemistry, and research
- Integrates the economic, analytical, and technological facets of biochemistry, natural chemistry, and instrumentation technique within the learn of carbohydrates
- Informs and updates on all of the most up-to-date advancements within the box
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Extra info for Advances in Carbohydrate Chemistry and Biochemistry, Volume 72
The esterification and slow reaction rate were essential for preventing epimerization back into the D-gluco configuration. This was then followed by deprotection and hydrolysis of the glycosidic bond to give IdoA. Since IdoA exists in equilibrium with its 3,6-lactone 106 making it difficult to isolate, the mixture was converted to the known89 isopropylidene derivative 107. In 2000, Hung and Chen also reported a synthetic route that utilizes the hydroboration of exo-glycals to obtain IdoA synthons (Scheme 13A),124 via A I O HO HO OH O 1.
Res. 1980, 80, 45–51. 34. ; Weidmann, H. A Facile Synthesis of 1,2-OIsopropylidene-β-L-idofuranurono-6,3-lactone. Tetrahedron Lett. 1980, 21, 2135–2136. 35. ; Bernhardt, P. ; Ferro, V. Attempted Synthesis of the Imidazylate of an α-Hydroxylactone Results in Unexpected Chlorination: Synthesis and X-Ray Crystal Structure of 5-Chloro-5-deoxy-1,2-O-isopropylidene-β-L-idurono-6,3-lactone. J. Carbohydr. Chem. 2014, 33, 197–205. 36. Vlahov, I. ; Linhardt, R. J. Regioselective Synthesis of Derivatives of L-Idopyranuronic Acid—A Key Constituent of Glycosaminoglycans.
Van Boom, J. ; van der Marel, G. A. A Modular Strategy Toward the Synthesis of Heparin-Like Oligosaccharides Using Monomeric Building Blocks in a Sequential Glycosylation Strategy. J. Am. Chem. Soc. 2005, 127, 3767–3773. -H. Anomeric Reactivity-Based One-Pot Synthesis of HeparinLike Oligosaccharides. J. Am. Chem. Soc. 2007, 129, 12795–12800. ; Fu¨gedi, P. An Efficient Synthesis of L-Idose and L-Iduronic Acid Thioglycosides and Their Use for the Synthesis of Heparin Oligosaccharides. Carbohydr.