Synthesis of 5′-functionalized adenosine

Suppression of cyclonucleoside formation

Fei Liu, David J. Austin*

*Corresponding author for this work

Research output: Contribution to journalArticle

21 Citations (Scopus)

Abstract

A new method of preparation for 5′-amino-2′,3′-isopropylidene adenosine 1, an important precursor to many adenosine derivatives, is described. This procedure suppresses the undesired intramolecular cyclization and does not require chemical protection of the exocyclic amino group of the adenine ring. The use of a 5′-phophate triester activating group is representative of natural biological substitution at this position, which likely contributes to its greater stability and selective reactivity. This sequence is efficient and should allow easy access to compounds of type 1 in high yield.

Original languageEnglish
Pages (from-to)3153-3154
Number of pages2
JournalTetrahedron Letters
Volume42
Issue number18
DOIs
Publication statusPublished - 30 Apr 2001
Externally publishedYes

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