Purines. II. An Alternative Synthesis of 1-Alkoxy-9-alkyladenine Salts

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概要

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• Treatment of 9-alkyladenines (Ia, b, c) with 30% aqueous hydrogen peroxide in acetic acid at 30°produced the corresponding 9-alkyladenine 1-oxides (IIa, b, c) in 51-71% yield. The 1-N-oxides were found to undergo alkylation almost exclusively at the oxygen atoms of the N-oxide groups when treated separately with methyl iodide, ethyl iodide, and benzyl bromide in N, N-dimethylacetamide at room temperature, and the corresponding salts (III) of all the nine possible 1-alkoxy-9-alkyladenines were obtained in excellent yields. 1-Ethoxyadenosine hydriodide and 1-benzyloxyadenosine perchlorate were also prepared from adenosine 1-oxide (IId) in a similar way. The ultraviolet and nuclear magnetic resonance spectral data on the 1-alkoxyadenine derivatives obtained in the previous and present studies are collected in Tables II and III.

• 公益社団法人日本薬学会の論文
• 1971-07-25

著者

• 呉 欽敬

  Faculty Of Pharmaceutical Sciences University Of Tokyo

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• Purines. XI. The Synthesis of N-Alkoxyadenosines and Their 2', 3'-O-Isopropylidene Derivatives
• Purines. II. An Alternative Synthesis of 1-Alkoxy-9-alkyladenine Salts

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