Synthesis of Phosphonates and Oligodeoxyribonucleotides Derived from 2′‐Deoxyisoguanosine and 2′‐Deoxy‐2‐haloadenosines
- 11 November 1992
- journal article
- research article
- Published by Wiley in Helvetica Chimica Acta
- Vol. 75 (7) , 2298-2306
- https://doi.org/10.1002/hlca.19920750716
Abstract
Oligonucleotides containing 2′‐deoxyisoguanosine (1) or 2‐chloro‐2′‐deoxyadenosine (2a) have been prepared by solid‐phase synthesis. Suitably protected phosphonates 3a, 4a, and 4b as well as the phosphoramidite of 1 have been obtained from the nucleosides 1, 2a, or 2b via the (dimethylamino)methylidene derivatives 5–7. 4,4′‐Dimethoxytrityl groups were introduced to yield the base‐protected derivatives 8–10. Alternatively to the direct incorporation of 1 into oligonucleotides, they were also obtained by the photochemical conversion of a 2a residue within the oligonucleotide chain.Keywords
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