The synthesis of two backbone modified dinucleotide analogues is described in which the natural phosphodiester linkage is replaced by a 3'-5" c~xbazoyl linkage. In both cases the bridge was formed through a coupling reaction between an appropriate 3'-carbazoyl nucleoside analogue and an aldehyde nuc
Preparation of formacetal-linked purine-purine dinucleotide analogs
✍ Scribed by Gong-Xin He; Norbert Bischofberger
- Publisher
- Elsevier Science
- Year
- 1997
- Tongue
- French
- Weight
- 213 KB
- Volume
- 38
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
Protected formacetal-linked purine-purine dinucleotide analogs, including dG-f-dG, dG-f-dA, dA-f-dG, and dA-f-dA, were synthesized for the first time in 40 -60% yields by condensation of the 5'-OH group with the 3'-OCH2SCH3 group of the two corresponding deoxynucleoside units using N-iodosuccinimide in the presence of 2.5 eq of trifluoromethanesulfonic acid at -30°C.
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## Abstract The preparation of 2‐penten‐1‐yl and 3‐methyl‐2‐buten‐1‐yl derivatives of adenine 2a,b, 7‐deazaadenine 2c,d, 2‐aminopurine 4a,b and 5a,b, 4‐aminopyrazolo[3,4‐__d__]pyrimidine 7a,b and 7‐amino‐v‐triazolo‐[4,5‐__d__]pyrimidine 8a–10a and 8b‐10b is described. The synthesis of compounds 2a‐