84207-77-2Relevant academic research and scientific papers
Nucleosides and Nucleotides. XXXXV. Facile Deoxygenation of Neplanocin A and Nucleosides by the Use of Tri-n-butyltin Hydride
Fukukawa, Kiyofumi,Ueda, Tohru,Hirano, Takao
, p. 1842 - 1847 (2007/10/02)
2'(R)-Halogeno-2'-deoxyneplanocin A's were hydrogenated with tri-n-butyltin hydride to yield 2'-deoxyneplanocin A.The same compound was obtained by reduction ot the 2'-O-(1-imidazolyl)thiocarbonyl derivative of neplanocin A.This procedure was also applicable to the synthesis of 2'-deoxyadenosine and -guanosine from the corresponding ribosides.Treatment of a neplanocin 2',3'-O-cyclic thiocarbonate with tri-n-butyltin hydride gave 3'-deoxyneplanocin selectively in high yield.Keywords --- neplanocin A; nucleoside antibiotic; 2'-deoxyneplanocin A; 3'-deoxyneplanocin A; tri-n-butyltin hydride; radical reduction; 2'-deoxyribonucleosides; NMR; 2'-deoxyadenosine; 2'-deoxyguanosine
