The synthesis of oligoribonucleotides—V : The preparation of some dinucleotides and trinucleoside diphosphates

Abstract

Partially-protected derivatives of three di-ribonucleoside phosphates (with free 5′-OH groups) have been converted into the corresponding dinucleotides (pUpU, pUpC and pApC), in good yields. The preparation of 2′-O-tetrahydropyranyl-5′-O-acyl derivatives of both uridine and adenosine 3′-phosphates is described. The trinucleoside diphosphates UpUpU, UpApU and ApApU have been prepared, is satisfactory yields, from the appropriate partially-protected dinucleoside phosphates (with free 5′-OH groups) and the above protected nucleoside 3′-phosphates. All the products described have been synthesized under conditions which ensure that they contain exclusively 3′ → 5′-internucleotidic linkages. None of the synthetic steps has involved the use of enzymes.