Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5226356 | Tetrahedron | 2009 | 8 Pages |
Abstract
A novel sugar-based macrocycle consisting of a phosphate-linked 12-membered disaccharide ring (cyclic phosphate-linked oligosaccharide, CyPLOS), fused to two 18-crown-6 ether residues, is here described. The synthesis of the target compound has been accomplished in 23% overall yield for 11 reaction steps, exploiting phosphoramidite chemistry for the dimerization and a classical phosphotriester methodology for the cyclization reaction. NMR-based conformational analysis studies have been carried out on the fully deprotected macrocycle, showing a characteristic arched-structure with C2-symmetry.
Graphical abstractDownload full-size image
Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Cinzia Coppola, Ada Virno, Lorenzo De Napoli, Antonio Randazzo, Daniela Montesarchio,