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A new approach for the synthesis of 3′-deoxy-3′-C-formyl-ribonucleosides and the synthesis of alternating methylene(methylimino) linked phosphodiester backbone oligonucleotides with 2′-OH and 2′-OMe groups

✍ Scribed by Marija Prhavc; George Just*; Balkrishen Bhat; P.Dan Cook; Muthiah Manoharan


Publisher
Elsevier Science
Year
2000
Tongue
French
Weight
94 KB
Volume
41
Category
Article
ISSN
0040-4039

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✦ Synopsis


A stereoselective synthesis of 3%-deoxy-3%-C-formyl-5-methyluridine 2 is described via the dithiane 4 as the key intermediate. Compound 2 was coupled with 3 into a novel ribo-MMI dimer 1. The dimer was then incorporated into antisense oligonucleotides which were found to have high binding affinity to the target RNA.


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