250588-65-9

Upstream product

• 1189-71-5 isocyanate de chlorosulfonyle 
• 250588-64-8 Benzoic acid (3aR,5R,6R,6aR)-6-cyano-6-hydroxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-ylmethyl ester 
• 250588-66-0 5-O-benzoyl-3-O-carbamoyl-3-C-cyano-1,2-O-isopropylidene-α-D-ribofuranose 

Relevant academic research and scientific papers

Synthesis, NMR studies and theoretical calculations of novel 3-spiro- branched ribofuranoses

Novel spiro-branched sugar derivatives bearing a spiro-5'-(4'-amino-2'- oxazolone) or a spiro-5'-(4'amino-1',2',3'-oxathiazole-2',2'-dioxide) rings at position-3 of the sugar moiety have been prepared. The synthesis has been achieved by a one-pot procedure from a conveniently protected sugar cyanohydrin derivative by reaction with chlorosulfonyl isocyanate or sulfamoyl chloride, respectively. The tautomerie preference in solution of these novel 3-spiro sugars are described as derived from NMR spectroscopy. Also a comparative theoretical study, by ab-initio methods, of the steric and electronic properties of the spiro rings present in these sugar derivatives has been performed.

Steric and electronic properties of the 3'-spiro moiety of TSAO-T and analogues

The synthesis and study of geometrical and stereoelectronic properties of the spiro moiety of tof novel TSAO analogues modified at the 3'-spiro moiety is described.