One-Step Halogenation at the 2'-Position of Uridine, and Related Reactions of Cytidine and N^4-Acetylcytidine
スポンサーリンク
概要
- 論文の詳細を見る
The reaction of uridine with acyl bromide in acetonitrile (or ethyl acetate) afforded 3', 5'-di-O-acyl-2'-bromo-2'-deoxyuridine (II, V) in good yield, which was converted to 2'-deoxyuridine by hydrogenation and subsequent deacylation. A silmiar reaction of N^4-acetylcytidine with acetyl bromide yielded 1-(2,5-di-O-acetyl-3-bromo-3-deoxy-β-D-xylofuranosyl)-N^4-acetylcytosine (VIII), which was converted to 3'-deoxycytidine (X) by hydrogenation and subsequent deacylation with a concomitant formation of 2', 3'-dideoxycytidine (XII) and to 1-β-D-arabinofuranosyl cytosine (XI) by treatment with potassium hydroxide in ethanol. A similar reaction of cytidine with acyl bromide gave 2,2'-anhydro-1-(3,5-di-O-acyl-β-D-arabinofuranosyl) cytosine hydrobromide (XIV, XVI). These reaction mechanisms were also presented.
- 社団法人日本薬学会の論文
- 1974-01-25
著者
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丸本 龍二
Central Research Laboratories Takeda Chemical Industries Ltd.
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丸本 龍二
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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本庄 美喜男
Faculty Of Pharmaceutical Sciences Tokushima Bunri University
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- Studies on the Synthesis of Pyrimidine Deoxynucleosides. I. Synthesis of 2', 3'-Dideoxyuridine and 1-(3-Ethylthio-3-deoxy-β-D-xylofuranosyl) uracil
- Synthesis of Purine Nucleosides Using Iodine as Catalyst
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- Studies on Phosphorylation. II. Phosphorylation of Nucleosides with Organic Amine Salts on Phosphoric Acid.
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