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Synthesis of “branched” trinucleotide using the H-phosphonate chemistry

✍ Scribed by A. Földesi; N. Balgobin; J. Chattopadhyaya

Publisher
Elsevier Science
Year
1989
Tongue
French
Weight
276 KB
Volume
30
Category
Article
ISSN
0040-4039

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✦ Synopsis

Highly electrophilic phosphorylating species, generated from an appropriately protected 5 '-U-(1 -H-phasphonate) nucleoside block 4 or 5 and pivaloyl chloride, followed by an oxidation step, has been used

for the first time to introduce the branching phosphate vicinal to an internucleotidyl2 ' + 5' or 3' + 5' diribonucleoside monophosphate function in 2 or 3, providing an alternative route to the synthesis of the lariat structure la.

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The synthesis of mixed SATE-phosphotriester and phospho-linkages to yield thiono-or oxo-triester SATE and thiono-or oxo-diester linkages. This approach allows the synthesis of diester prooligonucleotides using both phosphoramidite and H-phosphonate chemistries is described. The key step is the any d