| 无环嘌呤核苷化合物2-(2-(6-氨基-2-烷硫基-9H-嘌呤-9-基)乙基)丙二酸二甲酯的合成 |
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| 引用本文： | 王馨悦,李顺来,杜洪光.无环嘌呤核苷化合物2-(2-(6-氨基-2-烷硫基-9H-嘌呤-9-基)乙基)丙二酸二甲酯的合成[J].北京化工大学学报(自然科学版),2011,38(6):29-33. |
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| 作者姓名： | 王馨悦 李顺来 杜洪光 |
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| 作者单位： | 北京化工大学理学院,北京,100029;北京化工大学理学院,北京,100029;北京化工大学理学院,北京,100029 |
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| 摘 要： | 以腺嘌呤(1)为原料，经过氧化、水解、还原、环合和与S 烷基化反应得到2-烷硫基腺嘌呤(6)；甲烷三羧酸三乙酯与1, 2-二溴乙烷反应得到3-溴丙烷-1, 1, 1-三羧酸三乙酯(7)；6和7在碱性条件下反应得到3-(6-氨基-2-烷硫基-9H-嘌呤-9-基)丙烷-1, 1, 1-三羧酸三乙酯(8)；8在甲醇钠作用下发生脱酯基和酯交换反应，得到目标化合物2-(2-(6-氨基-2-烷硫基 9H-嘌呤-9-基)乙基)丙二酸二甲酯(9)。通过FT-IR、1H-NMR、13C-NMR及HRMS对6种新的无环嘌呤核苷化合物8和9的结构进行了确证。
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| 关 键 词： | 腺嘌呤 2-烷硫基腺嘌呤 无环嘌呤核苷 合成 |
| 收稿时间： | 2011-05-12 |
Synthesis of acyclic purine nucleoside compounds:Dimethyl 2-(2-(2-(alkylthio)-6-amino-9H-purin-9-yl) ethyl) malonate |
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| WANG XinYue,LI ShunLai,DU HongGuang.Synthesis of acyclic purine nucleoside compounds:Dimethyl 2-(2-(2-(alkylthio)-6-amino-9H-purin-9-yl) ethyl) malonate[J].Journal of Beijing University of Chemical Technology,2011,38(6):29-33. |
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| Authors: | WANG XinYue LI ShunLai DU HongGuang |
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| Institution: | College of Science, Beijing University of Chemical Technology, Beijing 100029, China |
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| Abstract: | Three 2-alkylthioadenines have been prepared from adenine in five steps: oxidation,hydrolysis,reduction,cycle closing and S-alkylation.Triethyl methanetricarboxylate was treated with 1,2-dibromoethane to yield triethyl 3-bromopropane-1,1,1-tricarboxylate,which was reacted with the 2-alkylthioadenines in the presence of potassium carbonate to yield triethyl 3-(2-(alkylthio)-6-amino-9H-purin-9-yl) propane-1,1,1-tricarboxylate.Treatment of this material with sodium methoxide in methanol gave dimethyl 2-(2-(2-(... |
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| Keywords: | adenine 2-alkylthioadenine acyclic purine nucleoside synthesis |
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