| 一种非西他滨的合成方法 |
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| 引用本文： | 王永胜,赵玲,刘荣.一种非西他滨的合成方法[J].化学通报,2020,83(1):88-91. |
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| 作者姓名： | 王永胜 赵玲 刘荣 |
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| 作者单位： | 甘肃省精细化工重点实验室 兰州 730020;甘肃省化工研究院有限责任公司 兰州 730020;兰州大学第二医院病理科 兰州 730030;甘肃省化工研究院有限责任公司 兰州 730020 |
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| 基金项目： | 甘肃省属科研院所条件建设专项(18JR2TA002)资助 |
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| 摘 要： | 非西他滨(Fiacitabine,FIAC)是一种嘧啶核苷类似物,具有抗各种疱疹病毒的活性。本文以2-脱氧-2-氟-三苯甲酰基-α-D-阿拉伯呋喃糖为原料,常温条件下,经过溴化氢醋酸溶液溴化得到2-脱氧-2-氟-三苯甲酰基-α-D-溴化阿拉伯呋喃糖(4);再以胞嘧啶为原料经过碘化、Bz-保护得到N-(5-碘-2-氧代-1,2-二氢嘧啶-4-基)苯甲酰胺(5),最后中间体4和5反应后脱保护基得到非西他滨。整条路线反应原料廉价,反应步骤少,选择性高,总收率高达43%。
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| 关 键 词： | 非西他滨 苯甲酸酐 胞嘧啶 合成 |
| 收稿时间： | 2019/8/2 0:00:00 |
| 修稿时间： | 2019/10/12 0:00:00 |
A New Synthesis Method for Fiacitabine |
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| Wang Yongsheng,Zhao Ling and Liu Rong.A New Synthesis Method for Fiacitabine[J].Chemistry,2020,83(1):88-91. |
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| Authors: | Wang Yongsheng Zhao Ling and Liu Rong |
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| Institution: | Gansu Chemical Industry Research Institute CO., LTD,Department of Pathology, Lanzhou University Second Hospital,Gansu Chemical Industry Research Institute CO., LTD |
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| Abstract: | Fiacitabine(FIAC)is a pyrimidine nucleoside analog with activity against various herpesviruses.In this paper,((2 R,3 S,4 S)-3-(benzoyloxy)-5-bromo-4-fluorotetrahydrofuran-2-yl)methyl benzoate(4)is afforded in high yields through brominiation,starting with(2 R,3 S,4 R,5 R)-5-(benzoyloxymethyl)-3-fluorotetrahydrofuran-2,4-dily dibenzoate at room temperature;and simultaneously N-(5-iodo-1,2-dihydropyrimidin-4-yl)benzamind(5)was effectively synthesized through two steps including iodobenzene,Bz-protection,starting with cytosine,which can be obtained cheaply and conveniently.Then FIAC is obtained by substitution reaction with intermediate 4 and 5 followed by deprotection reaction.This synthetic route has the advantages of brief reaction steps,convenient manipulation and high product selectivity for FIAC.The overall yield is 43%. |
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| Keywords: | Fiacitabine Benzoyl oxide Cytosine Synthesis |
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