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Molbank, Volume 2007, Issue 1 (April 2007)

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Open AccessShort Note Electrophilic Substitution at C(7) of a Protected 7-Deaza-2’-deoxyguanosine – The 2’-Deoxyribonucleoside Parent Analogue of Queuosine #
Molbank 2007, 2007(1), M522;
Received: 28 March 2007 / Accepted: 4 April 2007 / Published: 23 April 2007
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In this manuscript we report on the regioselective electrophilic substitution at C(7) of 7-[2-deoxy-3,5-bis-O-(2-methylpropanoyl)-ß-D-erythro-pentofuranosyl]-2-(formylamino)-4-methoxy-7H-pyrrolo[2,3-d]pyrimidine (2) – a protected precursor of 7-deaza-2’-deoxyguanosine - using N,N-dimethyl-methyleniminium iodide (Eschenmoser’s salt) yielding the Mannich compound 4. Full article
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