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- W1549279075 abstract "Abstract Reaction of 8,2′-anhydro-8-oxy-9-β- d -arabinofuranosyladenine (I) with various nucleophiles is reported. I reacts with liquid ammonia to give 8-amino-9-β- d -arabinofuranosyladenine (IV) and 8,5′-anhydro-8-oxy-9-β- d -arabinofuranosy (VI). The latter is also obtained by heating I at 60° in 0·01 N sodium hydroxide with which it is in equilibrium. I gives 8-mercapto-9-β- d -arabinofuranosyladenine (VIII) by heating in liquid H2S and anhydrous pyridine. Desulphurization of VIII either with Raney nickel or oxidation with iodine or hydrogen peroxide gives 9-β- d -arabinofuranosyladenine (ara A) (IX). I with hydrogen chloride in methanol gives 8-chloro-9-β- d -arabinofuranosyladenine (X) and 2-(adenyl-8)- d -arabinose (XI), and in DMF gives 2′-chloro-2′-deoxy-8-oxyadenosine (XII). I with sodium ethylmercaptide yields 8-ethylthio-9-β- d -arabinosyladenine (XIII) and 2′-deoxy-2′-ethylmercapto-8-oxyadenosine (XIV). UV, NMR and CD spectra are reported." @default.
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- W1549279075 date "1972-01-01" @default.
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- W1549279075 title "Studies of nucleosides and nucleotides—LIV" @default.
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- W1549279075 doi "https://doi.org/10.1016/s0040-4020(01)93816-5" @default.
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