Carbocyclic Analogues of 3′,4′-Didehydro-2′-deoxyribofuranosyl-2,4(1H,3H)-pyrimidinediones

Carbocyclic Analogues of 3′,4′-Didehydro-2′-deoxyribofuranosyl-2,4(1H,3H)-pyrimidinediones
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3′,4′-二脱氢-2′-脱氧呋喃核糖基-2,4(1H,3H)-嘧啶二酮的碳环类似物

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发表时间:
1994
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通讯作者:
Y. Shealy
Y. Shealy
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作者:
C. O'dell;Y. Shealy

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摘要3‘,4’-二氢-2,4(1H,3H)-嘧啶二酮核苷碳环类似物的高产率合成新方法是碳环2,3‘-脱氢核苷与氯化锂在二甲基甲酰胺中的反应。同时形成少量的碳环2‘,3’-二氢异构体。用DAST对碳环5‘-三苯基衍生物进行处理,得到碳环2,3’-无水核苷。
Abstract A new method for obtaining carbocyclic analogues of 3′,4′-didehydro-2,4(1H,3H)-pyrimidinedione nucleosides in good yields consists of the reaction of the carbocyclic 2,3′-anhydronucleosides with lithium chloride in dimethylformamide. Small amounts of the carbocyclic 2′,3′-didehydro isomers are formed simultaneously. The carbocyclic 2,3′-anhydronucleosides were obtained by treating carbocyclic 5′-trityl derivatives with DAST.