Synthesis of 5-methylamino-2'-deoxyuridine derivatives.
Reductive amination of 3',5'-O-(tetraisopropyldisilyloxane-1,3-diyl)-2'-deoxy-5-formyluridine with several aliphatic and aromatic amines, in various solvents, is described. In the case of aliphatic amines, the expected C-5 substituted methylamino pyrimidine nucleosides are formed along with by-products deriving from opening of the pyrimidine ring. Relative amounts of the by-products depend upon the polarity of the solvent employed.
Catalanotti
B
B
Dipartimento di Chimica delle Sostanze Naturali, Università degli Studi di Napoli Federico II, Italy.
Galeone
A
A
Mayol
L
L
Oliviero
G
G
Rigano
D
D
Varra
M
M
D000588:Amines / Q000737:chemistry*; D003857:Deoxyuridine / Q000031:analogs & derivatives* / Q000138:chemical synthesis*; D009682:Magnetic Resonance Spectroscopy; D008956:Models, Chemical; D009705:Nucleosides / Q000138:chemical synthesis*
D000588:Amines; D009705:Nucleosides; D003857:Deoxyuridine