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3-Deazauridine, NSC-126849, DAU

3-脱氮尿苷Chemical Name: 4-Hydroxy-1-(beta-D-ribofuranosyl)-2-pyridone
CAS No. 23205-42-7
项目整合开发状态: Biological Testing
项目研究机构: Sigma Chemical (Originator), Valeant (Originator)
合成路线:Treatment of 2,4-dihydroxypyridine (I) with hexamethyldisilazane (A) gives 2,4-bis(trimethylsilyloxy)pyridine (II).Condensation of (II) with 2,3,5-tri-O-benzoyl-D-ribofuranosyl bromide (III) gives a 68% yield 2',3',5'-tri-O-benzoyl-3-deazauridine (IV).Deblocking of (IV) with alcoholic ammonia gives 3-deazauridine in 88% crude yield.
📌 参考资料/链接:
参考文献标题:3-Deazauridine
文献作者:Chang,P.
参考来源:Drugs Fut 1984,9(10),739

📄 详细内容


合成路线:Treatment of 2,4-dihydroxypyridine (I) with hexamethyldisilazane (A) gives 2,4-bis(trimethylsilyloxy)pyridine (II).Condensation of (II) with 2,3,5-tri-O-benzoyl-D-ribofuranosyl bromide (III) gives a 68% yield 2',3',5'-tri-O-benzoyl-3-deazauridine (IV).Deblocking of (IV) with alcoholic ammonia gives 3-deazauridine in 88% crude yield.

参考文献标题:The synthesis of 3-deazapyrimidine nucleosides related to uridine and cytidine and their derivatives
文献作者:Currie,B.L.; et al.
参考来源:J Heterocycl Chem 1970,7323-329


合成路线:Treatment of 2,4-dihydroxypyridine (I) with hexamethyldisilazane (A) gives 2,4-bis(trimethylsilyloxy)pyridine (II).Condensation of (II) with 2,3,5-tri-O-benzoyl-D-ribofuranosyl bromide (III) gives a 68% yield 2',3',5'-tri-O-benzoyl-3-deazauridine (IV).Deblocking of (IV) with alcoholic ammonia gives 3-deazauridine in 88% crude yield.
参考文献标题:Synthesis of 3-deazauridine-[4-hydoxy-1-(beta-D-ribofuranosyl)-2-pyridone]
文献作者:Currie,B.L.; et al.
参考来源:Chem Commun 1968,1547-48


产品链接: CAS No. 23205-42-7››