Pyrimidine nucleoside analogues.X. 5-Substituted 1-(1,3-dihydroxypropyl-2) uracils.
A convenient method is suggested for synthesis of uracil-1-malonic acid diethyl ester by alkylating 2,4-bis(trimethylsilyl) uracil with bromo-malonic acid diethyl ester. This compound has been shown to hydrolyze with NaOH yielding either uracil or uracil-1-acetic acid, depending on reaction conditions. Similarly, thymine-1-malinic acid diethyl ester and 5-fluorouracil-1,3-dimalonic acid tetraethyl ester were obtained. 1-(1,3-Dihydroxypropyl)uracil has been obtained by reducing uracil-1-malonic acid diethyl ester with NaBH4.
D006863:Hydrogen-Ion Concentration; D009682:Magnetic Resonance Spectroscopy; D008722:Methods; D008968:Molecular Conformation; D012263:Ribonucleosides / Q000138:chemical synthesis*; D013056:Spectrophotometry, Ultraviolet; D014529:Uridine / Q000031:analogs & derivatives*
D012263:Ribonucleosides; D014529:Uridine