Synthesis of deuterated ribo nucleosides, N-protected phosphoramidites, and oligonucleotides

摘要

The present invention is directed towards the synthesis of high purity deuterated sugars, deuterated phosphoramidites, deuterated nucleobases, deuterated nucleosides, deuterated oligonucleotides, and deuterated RNA's of defined sequences which can exhibit biochemically useful and biologically valuable properties, thus having potential for therapeutic uses.

主权项

1. A modified ribo-oligonucleotide having the formula comprising: wherein D is deuterium; B is a nucleobase; n is a number greater than 1 and represents the number of nucleosides in the oligonucleotide; W is oxygen or sulfur; Y is oxygen, C1-C18 alkoxy, C1-18 alkyl; NHR3 with R3 being C1-C18 alkyl or C1-C4 alkoxy- C1-C6- alkyl; NR3R4 in which R3 is as defined above and R4 is C1-C18 alkyl, or in which R3 is as defined above and R4 is C1-C18 -alkyl, or in which R3 and R4 form together with the nitrogen atom carrying them, a 5-6 membered heterocyclic ring which can additionally contain another hetero atom from the series O, S and N.