189745-77-5Relevant academic research and scientific papers
Repetitive Solid Phase Glycosylation on an Alkyl Thiol Polyme Leading to Sugar Oligomers Containing 1,2-trans- And 1,2-cis-Glycosidic Linkages
Rademann, J?rg,Schmidt, Richard R.
, p. 3650 - 3653 (1997)
Repetitive solid phase glycosylation with sugar trichloroacetimidates is performed on an alkyl thiol polymer, demonstrating the selective formation of glycosidic bonds. The α-mannose and α-fucose linkages representing examples of 1,2-trans- and 1,2-cis-glycosides are synthesized. It is shown that the presented system can be operated in a cyclic manner, thus allowing many consecutive reaction steps to be performed on the solid support. Reaction conditions for solid phase glycosylation and deprotection are described. Analysis of all solid phase reactions is performed by MALDI-TOF mass spectrometry; the yield of solid phase glycosylation is quantitative up to the tetrameric stage judged from the mass spectra obtained from partial product cleavage after each reaction. Cleavage conditions for analysis and preparative isolation by thiophilic Lewis acids and oxidative methods are optimized.
Synthesis of tri- and tetra-mannosides based on sequential one-pot three-component glycosylation reactions
Basu, Nabamita,Mukherjee, Mana Mohan,Chaudhury, Aritra,Ghosh, Rina
, p. 1815 - 1820 (2014/01/17)
Expeditious syntheses of tri- and tetra-mannosides were carried out based on sequential one-pot glycosylation strategy. In both of these syntheses TMSOTf activated trichloroacetimidate, the first glycosyl donor, and inexpensive readily accessible trichlor
Sonication-assisted oligomannoside synthesis
Tanifum, Christabel T.,Chang, Cheng-Wei T.
experimental part, p. 634 - 644 (2009/06/28)
We have investigated the use of sonication for the synthesis of oligomannosides. A convenient sonication- mediated glycosylation protocol that is applicable to traditional glycosylation methods has been developed. This protocol can be applicable for activ
