7-substituted 8-aza-7-deazapurines and 2,8-diaza-7-deaza-purines: Synthesis of nucleosides and oligonucleotides
العنوان: | 7-substituted 8-aza-7-deazapurines and 2,8-diaza-7-deaza-purines: Synthesis of nucleosides and oligonucleotides |
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المؤلفون: | Lin, WQ, Xu, KY, Seela, F |
بيانات النشر: | TAYLOR & FRANCIS INC 325 CHESTNUT ST, SUITE 800, PHILADELPHIA, PA 19106 USA |
سنة النشر: | 2005 |
مصطلحات موضوعية: | 7-substituted 8-aza-7-deazaadenosine, Biochemistry & Molecular Biology, glycosylation, phosphoramidite, Sonogashira cross coupling |
الوصف: | 16th International Roundtable of the International-Society-for-Nucleosides-Nucleotides-and-Nucleic-Acids (IS3NA), Univ Minnesota, Ctr Drug Design, Minneapolis, MN, SEP 12-16, 2004 ; 7-Substituted 8-aza-7-deazaadenosines la-e were synthesized by Sonogashira cross coupling from the corresponding 7-iodo nucleoside in 36- 79% yields. Starting from 7-bromo (or 7-iodo)-8-aza- 7-deazaadenine, 2a,b were obtained by acid-catalyzed glycosylation followed by deprotection in 53 and 35% yields, respectively. Compounds 2b was applied to cross coupling reaction to give 2c-d in 34-95% yield. Compounds 2a and 4b were further transformed to the phosphoramidites 5 and 6b in 9 and 49% overall yields, which were incorporated into oligonucleotides. ; 24 ; 5-7, SI ; 869 ; 873 |
نوع الوثيقة: | other/unknown material |
اللغة: | unknown |
تدمد: | 15257770 |
Relation: | NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS; https://osnascholar.ub.uni-osnabrueck.de/handle/unios/7188; ISI:000232473500108 |
DOI: | 10.1081/NCN-200059218 |
الاتاحة: | https://osnascholar.ub.uni-osnabrueck.de/handle/unios/7188 https://doi.org/10.1081/NCN-200059218 |
رقم الانضمام: | edsbas.1C307B72 |
قاعدة البيانات: | BASE |
تدمد: | 15257770 |
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DOI: | 10.1081/NCN-200059218 |