Synthesis of purin 2'-deoxynucleoside analogues by using thioglycosides: 2',3'-dideoxyguanosine
Synthesis of purine 2'-deoxynucleoside analogues derivatives, named by using thioglycosides: 2',3'-dideoxyguanosine (3) and 2',3'-dideoxyguanosine (4) is described. This approach is based on condensation of S-glycoside (5) with silylated heterocyclic based (6,7) using N-brom...
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| Format: | Article |
| Language: | Russian |
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MIREA - Russian Technological University
2006-02-01
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| Series: | Тонкие химические технологии |
| Online Access: | https://www.finechem-mirea.ru/jour/article/view/1365 |
| _version_ | 1797882275101147136 |
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| author | G. D. Gungarova A. I. Davydova Yu. G. Kirillova V. I. Shvets |
| author_facet | G. D. Gungarova A. I. Davydova Yu. G. Kirillova V. I. Shvets |
| author_sort | G. D. Gungarova |
| collection | DOAJ |
| description | Synthesis of purine 2'-deoxynucleoside analogues derivatives, named by using thioglycosides: 2',3'-dideoxyguanosine (3) and 2',3'-dideoxyguanosine (4) is described. This approach is based on condensation of S-glycoside (5) with silylated heterocyclic based (6,7) using N-bromosuccinimide as promoter. It is know that in the process of glycosylation reaction a mixture of three isomers, namely aN9, aN7 and bN7 is formed besides the desired bN9. In order to prevent undered formation of N7 isomers 2-aminogroup of adenine and 6-oxogroupvof guanine were modified by bulky protective gpoups |
| first_indexed | 2024-04-10T03:33:17Z |
| format | Article |
| id | doaj.art-a9882f1c3a874faab559f8c425d64032 |
| institution | Directory Open Access Journal |
| issn | 2410-6593 2686-7575 |
| language | Russian |
| last_indexed | 2024-04-10T03:33:17Z |
| publishDate | 2006-02-01 |
| publisher | MIREA - Russian Technological University |
| record_format | Article |
| series | Тонкие химические технологии |
| spelling | doaj.art-a9882f1c3a874faab559f8c425d640322023-03-13T07:25:27ZrusMIREA - Russian Technological UniversityТонкие химические технологии2410-65932686-75752006-02-011119221360Synthesis of purin 2'-deoxynucleoside analogues by using thioglycosides: 2',3'-dideoxyguanosineG. D. Gungarova0A. I. Davydova1Yu. G. Kirillova2V. I. Shvets3M.V. Lomonosov Moscow State University of Fine Chemical Technologies, 86, Vernadskogo pr., Moscow 119571M.V. Lomonosov Moscow State University of Fine Chemical Technologies, 86, Vernadskogo pr., Moscow 119571M.V. Lomonosov Moscow State University of Fine Chemical Technologies, 86, Vernadskogo pr., Moscow 119571M.V. Lomonosov Moscow State University of Fine Chemical Technologies, 86, Vernadskogo pr., Moscow 119571Synthesis of purine 2'-deoxynucleoside analogues derivatives, named by using thioglycosides: 2',3'-dideoxyguanosine (3) and 2',3'-dideoxyguanosine (4) is described. This approach is based on condensation of S-glycoside (5) with silylated heterocyclic based (6,7) using N-bromosuccinimide as promoter. It is know that in the process of glycosylation reaction a mixture of three isomers, namely aN9, aN7 and bN7 is formed besides the desired bN9. In order to prevent undered formation of N7 isomers 2-aminogroup of adenine and 6-oxogroupvof guanine were modified by bulky protective gpoupshttps://www.finechem-mirea.ru/jour/article/view/1365 |
| spellingShingle | G. D. Gungarova A. I. Davydova Yu. G. Kirillova V. I. Shvets Synthesis of purin 2'-deoxynucleoside analogues by using thioglycosides: 2',3'-dideoxyguanosine Тонкие химические технологии |
| title | Synthesis of purin 2'-deoxynucleoside analogues by using thioglycosides: 2',3'-dideoxyguanosine |
| title_full | Synthesis of purin 2'-deoxynucleoside analogues by using thioglycosides: 2',3'-dideoxyguanosine |
| title_fullStr | Synthesis of purin 2'-deoxynucleoside analogues by using thioglycosides: 2',3'-dideoxyguanosine |
| title_full_unstemmed | Synthesis of purin 2'-deoxynucleoside analogues by using thioglycosides: 2',3'-dideoxyguanosine |
| title_short | Synthesis of purin 2'-deoxynucleoside analogues by using thioglycosides: 2',3'-dideoxyguanosine |
| title_sort | synthesis of purin 2 deoxynucleoside analogues by using thioglycosides 2 3 dideoxyguanosine |
| url | https://www.finechem-mirea.ru/jour/article/view/1365 |
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