Topic
Glycal
About: Glycal is a research topic. Over the lifetime, 897 publications have been published within this topic receiving 17422 citations.
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Patent•
05 Dec 2005
TL;DR: In this article, a method for making osyl and hexoses derivatives of formula (1), especially 2-fluoro-2-deoxy derivatives, was proposed, wherein R is a nucleoside such as adenosine, cytidine, guanosine, uridine and deoxy analogs such as 2deoxy.
Abstract: The invention relates to a method for making osyl and hexoses derivatives of formula (1), especially 2-fluoro-2-deoxy derivatives, wherein R is a nucleoside such as adenosine, cytidine, guanosine, uridine and deoxy analogs such as 2-deoxy, X represents OH, halogen, particularly F, NH2, Y represents H, CH2OH, CH2NH2, CH2OPO3, CH2OSO3, Z represents O or S, and W represents O,NH, or CH2, said method comprising the steps of: a) stereoselective fluorophosphorylation of tetrapivaleate 8 to give β-gluco-type fluorophosphate, b) hydrogenation and deprotection to give a monophosphate, c) coupling said glycal with (R)P-morpholidate to give crude sugar nucleotide 1, or . alternatively, d)deacetylation then silylation of heptoglycal 7 to give tetrasilylated glycal, e)fluorophosphorylation of said glycal to give β-gluco type fluorophosphate, f) deprotection of the fluorophosphate and coupling radical R to give 1. Use of said derivatives as inhibitors of highly virulent proteins of pathogenic bacteria.
3 citations
TL;DR: Bismuth nitrate-catalyzed stereospecific glycosylation of alcohol with glycal has been developed as discussed by the authors, which has been shown to be stable in the presence of alcohol and glycal.
Abstract: Bismuth nitrate-catalyzed stereospecific glycosylation of alcohol with glycal has been developed.
3 citations
TL;DR: 1,2-Dideoxyribose 5-O-succinate, a component of solid support employed in the synthesis of ribozymes, was synthesized from thymidine with improved and scaleable synthesis.
Abstract: 1,2-Dideoxyribose 5-O-succinate, a component of solid support employed in the synthesis of ribozymes, was synthesized from thymidine. The key step was elimination of nucleobase from 2 to afford glycal 3. A number of catalysts for this reaction were tested, resulting in improved and scaleable synthesis. Hydrogenation of the resulting glycal afforded 1,2-dideoxyribose derivative 4 in a high yield.
3 citations
Dissertation•
01 Aug 2009
3 citations
TL;DR: A new and efficient copper-catalyzed glycal diazidation method is described that resulted in the generation of 2,3-diazido sugar acid derivatives, allowing for access to potential anti-viral agents.
3 citations