Studies on the Synthesis of the Minor Componets of Transfer Ribonucleic Acids

Abstract

By use of the Wittig reaction with the phosphorane derived from L-serine the chiral synthese of the fluorescent bases isolated from eukaryotic phenylalanine transfer ribonucleic acids have been achieved. The key intermediate for the syntheses has been also obtained by means of palladium-assisted coupling with N-(methoxycarbonyl)-L-vinylglycien. "Fission and reclosure of the adenine ring" has permitted the syntheses of the target compounds for the parent nucleosides of some of these characteristic tricyclic bases. Rate studies on the hydrolysis of unusually labile glycosidic bonds of these nucleosides and related compounds have been also summarized.