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Synthesis of Novel 3‘- C -Methylene Thymidine and 5-Methyluridine/Cytidine H-Phosphonates and Phosphonamidites for New Backbone Modification of Oligonucleotides

✍ Scribed by An, Haoyun; Wang, Tingmin; Maier, Martin A.; Manoharan, Muthiah; Ross, Bruce S.; Cook, P. Dan


Book ID
121497176
Publisher
American Chemical Society
Year
2001
Tongue
English
Weight
179 KB
Volume
66
Category
Article
ISSN
0022-3263

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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 t