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Japan 5'-Alkyl(aryl)thio-5'-deoxynucleosides [alkyl(aryl)nucleoside sulphides] were prepared in high yields by the reaction of nucleosides with dialkyl or diaryl disulphides in the presence of tri-n-butylphosphine. The method is widely applicable to the synthesis of unsymmetrical sulphides.

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The 5'-terminal structures of mRNA bearing the so-called 'cap' from cytoplasmic polyhedrosis virus (CPV), m7G5' pppAmpG and m7G5' pppAmpGpU, were first chemically synthesized. S,S-Di(4-methoxyphenyl) N6-benzoyl-2'-O-methyladenosine 5'-phosphorodithioate ((ArS) 2pAbmz) was prepared by phosphorylation of the 5'-hydroxyl group of N6-benzoyl-2'-O-methyladenosine with S,S-di(4-methoxyphenyl) phosphorodithioate by TPS. By the triester approach using (ArS) 2pAbmz as starting material, the protected dinucleotide and trinucleotide bearing 5'-phosphate group were synthesized. The protective groups of the dinucleotide and trinucleotide were removed to obtain pAmpG and pAmpGpU, respectively. By the reaction of a capping agent ((PhS) ppm7G) with pAmpG and pAmpGpU in the presence of silver nitrate or iodine. The 5'-terminal structure of the messenger RNA strand of CPV which was labelled isotopically, was confirmed completely as m7G5' pppAmGpU by cochromatography with the materials chemically synthesized here.

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α,γ-Dinucleoside triphosphates showing the recently discovered modified structure at the 5′-terminus of eukaryote mRNA were synthesized by use of a new method employing di-n-butylphosphinothioyl bromide.

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