52492-41-8Relevant academic research and scientific papers
Synthesis of 1′,2′-cis-Nucleoside analogues: Evidence of stereoelectronic control for SN2 reactions at the anomeric center of furanosides
Prevost, Michel,St-Jean, Olivier,Guindon, Yvan
scheme or table, p. 12433 - 12439 (2010/11/03)
We are reporting a highly diastereoselective route to 1′,2′- cis-nucleoside analogues in the d-ribo, d-lyxo, d-xylo, and d-arabinoside series. Five-membered ring lactols undergo highly selective N-glycosidation reactions in the presence of dimethylboron bromide with different silylated nucleobases. Stereoelectronic control plays a crucial role for the observed induction, and the products are proposed to be formed through SN2 "exploded" transition states. This approach shows great potential considering its simplicity and selectivity for the synthesis of nucleoside analogues, an important class of molecules in medicinal chemistry.
Stereoselective synthesis of β-arabino glycosyl sulfones as potential inhibitors of mycobacterial cell wall biosynthesis
Ayers, Benjamin,Long, Hilary,Sim, Edith,Smellie, Iain A.,Wilkinson, Brendan L.,Fairbanks, Antony J.
scheme or table, p. 739 - 746 (2009/06/08)
A series of β-arabino glycosyl sulfones with varying alkyl chain lengths were synthesised in a stereoselective fashion as putative mimics of decaprenolphosphoarabinose (DPA), and as potential inhibitors of mycobacterial cell wall biosynthesis. Biological
Sugar derivatives of macrolides
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, (2008/06/13)
This invention relates to the saccharide derivatives of macrocyclic compounds useful for the treatment of resistance to transplantion, autoimmune disease and fungal diseases.
