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学科主题: 氟化学 ; 生命有机化学
题名: Synthesis of 3 '-deoxy-3 '-difluoromethyl azanucleosides from trans-4-hydroxy-L-proline
其他题名: 3'-去氧-3'-二氟甲基氮杂核苷的合成
作者: Qiu XL(邱小龙) ; Qing FL(卿凤翎)
通讯作者: 卿凤翎
刊名: J. Org. Chem.
发表日期: 2005
卷: 70, 期:10, 页:3826-3837
收录类别: SCI
部门归属: 上海有机所元素有机
英文摘要: Two strategies were tried to synthesize 3'-deoxy-3'-difluoromethyl azanucleosides. After the failure of the first route, the key intermediate 12 from trans-4-hydroxyproline 7 in 8 steps was stereoselectively prepared. The alcohol 12 was subjected to selective protection, oxidation, and difluoromethylenation to afford the fluorinated compound 18, whose hydrogenation was then systematically investigated. After a series of transformations of protecting groups, the resultant compounds 22 and 23 were oxidized to the desired lactams 24 and 25, which were successfully utilized to synthesize our target molecules, 3'-deoxy-3'-difluoromethyl azanucleosides 33, 34a, 34b, and 35.
语种: 英语
相关网址: 查看原文
WOS记录号: WOS:000228983300008
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内容类型: 期刊论文
URI标识: http://ir.sioc.ac.cn/handle/331003/17551
Appears in Collections:中科院有机氟化学重点实验室_期刊论文

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Recommended Citation:
Qiu XL,Qing FL. Synthesis of 3 '-deoxy-3 '-difluoromethyl azanucleosides from trans-4-hydroxy-L-proline[J]. J. Org. Chem.,2005,70(10):3826-3837.
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