| 9-(β-D-2'-脱氧核糖基)-6-甲基嘌呤的合成 |
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| 引用本文： | 李庶心,江发龙,赵砚瑾,郭金华,王志清.9-(β-D-2'-脱氧核糖基)-6-甲基嘌呤的合成[J].有机化学,2006,26(10):1394-1397. |
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| 作者姓名： | 李庶心 江发龙 赵砚瑾 郭金华 王志清 |
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| 作者单位： | [1]军事医学科学院放射与辐射医学研究所,北京100850 [2]江西中医学院,南昌330006 |
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| 摘 要： | 报道了9-(β-D-2'-脱氧核糖基)-6-甲基嘌呤合成的新方法. 以肌苷1为原料, 经酯化、氯化、氨解得6-氯嘌呤核苷(4), 再经过羟基保护、6-位甲基化反应及脱保护反应得到关键中间体6-甲基嘌呤核苷7, 用1,3-二氯-1,1,3,3-四异丙基二硅氧烷保护7核糖上的3,5-二羟基, 2-羟基与苯氧基硫代甲酰氯反应后得到9, 然后与氢化三正丁基锡HSn(Bu-n)3]还原脱氧, 最后脱保护得到目标化合物11. 产物结构经MS, 1H NMR, 元素分析等鉴定.
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| 关 键 词： | 核苷 呤核苷 合成 |
| 收稿时间： | 09 21 2005 12:00AM |
| 修稿时间： | 04 24 2006 12:00AM |
An Efficient Synthesis of 9-β-D-2'-Deoxyribofuranosyl-6-methylpurine |
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| LI, Shu-Xin JIANG, Fa-Long ZHAO, Yan-Jin GUO, Jin-Hua WANG, Zhi-Qing.An Efficient Synthesis of 9-β-D-2'-Deoxyribofuranosyl-6-methylpurine[J].Chinese Journal of Organic Chemistry,2006,26(10):1394-1397. |
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| Authors: | LI Shu-Xin JIANG Fa-Long ZHAO Yan-Jin GUO Jin-Hua WANG Zhi-Qing |
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| Institution: | 1.Institute of Radiation and Irradiation Medicine, Academy of Military Medical Science, Beijing 100850;2. Jiangxi Traditional Chinese Medicine of lnstitute, Nanchang 330006 |
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| Abstract: | A new method for preparing 9-β-D-2'-deoxyribofuranosyl-6-methylpurine from inosne (1) is described. Inosne was converted to 6-chlorolpurinenucleoside (4) via esteriflcation, chlorination and deacetylation, then through protecting, deacetylation and deprotecting reactions to give the key intermediate 6-methylpurinenucleoside (7). The compound 7 was protected with OSi(i-Pr)2Cl]2 and reacted with phenyl carbonochloridothioate to give compound 9. The compound 9 was converted to target compound 11 by reduction and deprotecting reaction. The structures of these products were identified by MS, 1H NMR spectra and elemental analysis. |
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| Keywords: | nucleoside purinenucleoside synthesis |
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