Transformation of Adenosine into N_3,3'- and N_3,5'-Cycloadenosines via the Reactions with Sulfuryl Chloride and Thionyl Chloride
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概要
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Reaction of adenosine with sulfuryl chloride gave two compounds, 5'-chloro-5'-deoxyadenosine 2', 3'-cyclic sulfate (I) and N_3,3'-cycloadenosine derivative (II). I was converted into 2'-sulfate (III) and 3'-sulfate (IV) by treatment with aqueous alkali and into N_4,3'-cyclo-4-aminoimidazole 5-carboxamidine nucleoside (V) by treatment in aqueous ethanol at an elevated temperature. 5'-Chloro-5'-deoxyadenosine (VI) derived from adenosine by reaction with thionyl chloride was readily converted into N_3,5'-cycloadenosine chloride (VIII). VIII was transformed into N_4,5'-cyclo-4-aminoimidazole 5-carboxamidine nucleoside (XII) via the unidentified characteristic compound (X) by reaction with diluted alkali. Characteristic changes of ultraviolet spectra of VIII were described.
- 公益社団法人日本薬学会の論文
- 1977-09-25
著者
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菊川 清見
Tokyo College of Pharmacy
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菊川 清見
Research Laboratory, Division of Fermentation and Chemical Products, Kohjin Co., Ltd.
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