Synthesis of 2'-O-Methyluridine, 2'-O-Methylcytidine and Their Relating Compounds.
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概要
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Methylation of 3', 5'-di-O-trityluridine (I) gave a mixture of two compounds, which was detritylated and then separated to give N^3,2'-O-dimethyluridine (V) and 2'-O-methyluridine (VI). After treatment of the above mixture with ethanolic ammonia, the reaction products were detritylated and separated to give V and 2'-O-methyl-cytidine (VII). By a similar method 3'-O-methyl nucleosides were obtained from 2', 5'-di-O-trityluridine (II). The relative rates of acidic hydrolysis of uridine, VI, and 3'-O-methyluridine have been determined and were shown to obey first order kinetics. Introduction of a methoxyl function at the 2'- or 3'-position of uridine enhances the stability of the glycosyl linkage to acid hydrolysis.
- 公益社団法人日本薬学会の論文
- 1965-11-25
著者
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小林 邦夫
Diagnostic Science Department Shionogi & Co. Ltd.
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古川 純康
Chemical Research Laboratories, Central Research Division, Takeda Chemical Industries, Ltd.
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本庄 美喜男
Chemical Research Laboratories, Central Research Division, Takeda Chemical Industries, Ltd.
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小林 邦夫
Chemical Research Laboratories, Research and Development Division, Takeda Chemical Industries, Ltd.
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金井 良雄
Chemical Research Laboratories, Research & Development Division, Takeda Chemical Industries, Ltd.
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古川 純康
Chemistry Laboratories Central Research Division Takeda Chemical Industries Ltd.
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金井 良雄
Chemical Research Laboratories Research & Development Division Takeda Chemical Industries Ltd.
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