Novel chalcogenides of thymidine and uridine: synthesis, properties and applications.
A facile and efficient methodology has been developed for the synthesis of dithymidine and di-uridine derived disulfides using benzyltriethylammonium tetrathiomolybdate as a sulfur transfer reagent. However, a similar reaction of thymidine derivative with tetraethylammonium tetraselenotungstate as a selenium transfer reagent resulted in the formation of an unexpected cyclic diselenide. The disulfide derivatives of nucleosides have been used as precursors in a tandem disulfide cleavage-Michael addition/ring opening reactions to construct aminoacid and carbocyclic derivatives of nucleosides.
Sivapriya
Kirubakaran
K
Department of Organic Chemistry, Indian Institute of Science, Bangalore 560 012, India.
Suguna
Perumal
P
Shubashree
S
S
Sridhar
Perali Ramu
PR
Chandrasekaran
Srinivasan
S
D018360:Crystallography, X-Ray; D004220:Disulfides / Q000138:chemical synthesis / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure; D008982:Molybdenum / Q000737:chemistry; D009705:Nucleosides / Q000737:chemistry; D013237:Stereoisomerism; D013936:Thymidine / Q000737:chemistry*; D014529:Uridine / Q000737:chemistry*
D004220:Disulfides; D009705:Nucleosides; D008982:Molybdenum; C020809:tetrathiomolybdate; D013936:Thymidine; D014529:Uridine