Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Purines. XLVI. Preparation of 1-Ethyladenine from Adenosine
藤井 澄三板谷 泰助田中 孚美子斎藤 徹久田 裕美
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1990 年 38 巻 12 号 p. 3463-3465

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A detailed account is given of the synthesis and glycosidec cleavage of 1-ehyladenosine (2b), which established an alternative synthesis of 1-ethyladenine (3b). Ethylation of adenosine (1) with EtI in AcNMe2 at 35-38°C for 90h gave 2b·HI in 54% yield. The hydriodide 2b·HI was readily converted into the perchlorate 2b·HClO4 and into the free nucleoside 2b. Treatment of 2b·HI with 0.5N aqueous HCl at 92-94°C for 30min or that of 2b·HClO4 with boiling AcOH for 60min produced the aglycone 3b in good yield. The free base easily formed the hydrochloride 3b·HCl, and the perchlorate 3b·HClO4 as well.
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© The Pharmaceutical Society of Japan
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