596087-20-6Relevant articles and documents
Unusually Stable Picoloyl-Protected Trimethylsilyl Glycosides for Nonsymmetrical 1,1′-Glycosylation and Synthesis of 1,1′-Disaccharides with Diverse Configurations
Lu, Yen-Chu Luke,Ghosh, Bhaswati,Mong, Kwok-Kong Tony
supporting information, p. 6905 - 6918 (2017/05/29)
Nonsymmetrical 1,1′-disaccharides and related derivatives constitute structural components in various glycolipids and natural products. Some of these compounds have been shown to exhibit appealing biological properties. We report a direct yet stereoselective 1,1′-glycosylation strategy for the synthesis of nonsymmetrical 1,1′-disaccharides with diverse configurations and sugar components. The strategy is based on the joined forces of a new class of configurationally stable glycoside acceptors and stereodirecting thioglycoside donors. The new glycoside acceptors feature a picoloyl (Pico) protecting group at the remote C4/C3 position that confers unusual stability on TMS glycosides under acidic conditions.
Synthesis of 48 disaccharide building blocks for the assembly of a heparin and heparan sulfate oligosaccharide library
Lu, Ng-Dai,Shie, Chi-Rung,Kulkarni, Suvarn S.,Pan, Guan-Rong,Lu, Xin-An,Hung, Shang-Cheng
, p. 5995 - 5998 (2007/10/03)
(Chemical Equation Presented) An efficient synthesis of the entire set of suitably protected 48 disaccharide building blocks for the assembly of a heparin and heparan sulfate oligosaccharide library is described here.