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Molbank 2007, 2007(1), M522; doi:10.3390/M522
Short Note

Electrophilic Substitution at C(7) of a Protected 7-Deaza-2’-deoxyguanosine – The 2’-Deoxyribonucleoside Parent Analogue of Queuosine #

 and *
Organische Chemie I – Bioorganische Chemie, Institut für Chemie, Fachbereich Biologie/Chemie, Universität Osnabrück, Barbarastr. 7, D-49069 Osnabrück, Germany
* Author to whom correspondence should be addressed.
Received: 28 March 2007 / Accepted: 4 April 2007 / Published: 23 April 2007
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Abstract

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.
Keywords: 7-Deazapurine; Mannich bases; Eschenmoser’s Salt 7-Deazapurine; Mannich bases; Eschenmoser’s Salt
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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MDPI and ACS Style

Ramzaeva, N.; Rosemeyer, H. Electrophilic Substitution at C(7) of a Protected 7-Deaza-2’-deoxyguanosine – The 2’-Deoxyribonucleoside Parent Analogue of Queuosine #. Molbank 2007, 2007, M522.

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