Synthesis of a new class of spin-labeled purine ribonucleosides and development of a novel nucleophilic reaction to form 2,6,8-trifunctionalized purine derivatives

Mariko Aso, Kouji Norihisa, Masakazu Tanaka, Noboru Koga, Hiroshi Suemune

Research output: Contribution to journalArticle

11 Citations (Scopus)

Abstract

Novel purine ribonucleosides with a tert-butylhydroxy-amino function at the C8-position of the purine nucleus were synthesized, and were oxidized to aminoxyl radicals by treatment with Ag2O; after O-acylation of the tert-butylhydroxyamino group, nucleophilic substitution at the C2-position of the purine nucleus easily proceeded with elimination of the N-acyloxy group to provide a novel method for preparing C2-functionalized purine ribonucleosides.

Original languageEnglish
Pages (from-to)1637-1638
Number of pages2
JournalJournal of the Chemical Society. Perkin Transactions 2
Issue number8
Publication statusPublished - Aug 1 2000

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Derivatives
Acylation
Substitution reactions
nebularine
purine

All Science Journal Classification (ASJC) codes

  • Chemistry(all)

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Synthesis of a new class of spin-labeled purine ribonucleosides and development of a novel nucleophilic reaction to form 2,6,8-trifunctionalized purine derivatives. / Aso, Mariko; Norihisa, Kouji; Tanaka, Masakazu; Koga, Noboru; Suemune, Hiroshi.

In: Journal of the Chemical Society. Perkin Transactions 2, No. 8, 01.08.2000, p. 1637-1638.

Research output: Contribution to journalArticle

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