Synthesis of a novel 1,2-dithianenucleoside via Pummerer-like reaction, followed by Vorbruggen glycosylation between 1,2-dithiane derivative and uracil.
Synthesis of a novel 1,2-dithianenucleoside via Pummerer-like reaction, followed by Vorbruggen glycosylation between 1,2-dithiane derivative and uracil.
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通过 Pummerer 样反应合成新型 1,2-二噻烷核苷，然后在 1,2-二噻烷衍生物和尿嘧啶之间进行 Vorbruggen 糖基化。
DOI：
10.1039/c3cc44848g
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发表时间：
2013
期刊：
影响因子：
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通讯作者：
N.
中科院分区：
文献类型：
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作者：
Miyazawa;T. ; Umezaki. K. ; Tarashima;N. ; Furukawa;K. : Ooi;T. ; Minakawa;N.
新的1，2-二噻喃核苷是4′-硫代核糖核苷和阿卓糖醇核苷之间的杂合型修饰。所需的化合物，即，1-[（3R，4 R，5S，6 R）-4，5-二羟基-6-羟甲基-1，2-二噻烷基]尿嘧啶（20）通过Pummerer样反应制备，然后在适当保护的1，2-二噻烷衍生物和甲硅烷基化尿嘧啶之间进行Vorbruggen糖基化。
The novel 1,2-dithianenucleoside was designed as a hybrid type of modification between 4′-thioribonucleoside and altritol nucleoside. The desired compound, i.e., 1-[(3R,4R,5S,6R)-4,5-dihydroxy-6-hydroxymethyl-1,2-dithianyl]uracil (20), was prepared via the Pummerer-like reaction, followed by Vorbruggen glycosylation between an appropriately protected 1,2-dithiane derivative and silylated uracil.