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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
Qiu XL(邱小龙); Qing FL(卿凤翎)
2005
发表期刊J. Org. Chem.
ISSN0022-3263
卷号70期号:10页码:3826-3837
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.
学科领域氟化学 ; 生命有机化学
部门归属上海有机所元素有机
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收录类别SCI
语种英语
WOS记录号WOS:000228983300008
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被引频次:39[WOS]   [WOS记录]     [WOS相关记录]
文献类型期刊论文
条目标识符http://ir.sioc.ac.cn/handle/331003/17551
专题中科院有机氟化学重点实验室
通讯作者Qing FL(卿凤翎)
推荐引用方式
GB/T 7714
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.
APA 邱小龙,&卿凤翎.(2005).Synthesis of 3 '-deoxy-3 '-difluoromethyl azanucleosides from trans-4-hydroxy-L-proline.J. Org. Chem.,70(10),3826-3837.
MLA 邱小龙,et al."Synthesis of 3 '-deoxy-3 '-difluoromethyl azanucleosides from trans-4-hydroxy-L-proline".J. Org. Chem. 70.10(2005):3826-3837.
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