799267-94-0Relevant academic research and scientific papers
Practical Gram-Scale Synthesis of Either α- Or β-Anomer of C -Vinyl Glycosides
Guillarme, Stéphane,Nourry, Arnaud,Pipelier, Muriel,Rouzier, Florian,Sillé, Rosanne,Tessier, Arnaud
, p. 2484 - 2488 (2019/06/08)
The synthesis C -vinyl glycosides, useful intermediates for the synthesis of C -glycoconjugates, was carried out on gram-scale by controlled reduction of the corresponding ethynyl derivatives in good to excellent yields in different carbohydrate series.
Glycosyl iodides. History and recent advances
Meloncelli, Peter J.,Martin, Alan D.,Lowary, Todd L.
scheme or table, p. 1110 - 1122 (2009/09/05)
The use of glycosyl iodides as an effective method for the preparation of glycosides has had a recent resurgence in carbohydrate chemistry, despite its early roots in which these species were believed to be of limited use. Renewed interest in these specie
Efficient synthesis of a C-analogue of the immunogenic bacterial glycolipid BbGL2
Kulkarni, Suvarn S.,Gervay-Hague, Jacquelyn
, p. 5765 - 5768 (2007/10/03)
(Diagram presented) Synthesis of a C-analogue of bacterial glycolipid BbGL2 is reported using Grignard reaction of in situ generated β-galactosyl iodide and subsequent olefin cross metathesis reaction of C-vinyl galactoside as key steps.
Novel synthetic C-glycolipids, their synthesis and use to treat infections, cancer and autoimmune diseases
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Page/Page column 22, (2010/02/14)
The invention is directed to novel compounds of formulae (I), (II) and (III): wherein X is O or NH; R3 is OH or a monosaccharide and R4 is hydrogen, or R3 is hydrogen and R4 is OH or a monosaccharide; R5 is hydrogen or a monosaccharide; and pharmaceutically acceptable salts or esters thereof. The invention is also directed to the use of the compounds both directly and as immune adjuvants for treating cancer, infectious diseases and autoimmune diseases. The invention is also directed to syntheses of the intermediates which can be used to make these novel compounds.
Efficient synthesis of α-C-galactosyl ceramide immunostimulants: Use of ethylene-promoted olefin cross-metathesis
Chen, Guangwu,Schmieg, John,Tsuji, Moriya,Franck, Richard W.
, p. 4077 - 4080 (2007/10/03)
(Chemical Equation Presented) Olefin cross-metathesis has been used to prepare α-C-galactosylceramide derivatives. The metathesis process merged vinyl and propenyl glycosides with vinyl derivatives of phytosphingosine. The use of ethylene enhanced the yie
