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Article

Nucleoside, IV1) Über die Tritylierung und Benzylierung von Adenosin‐Derivaten

Heinz‐Uli Blank

Institut für Organische Chemie der Universität, D‐7 Stuttgart

Fachbereich Chemie der Universität, D‐775 Konstanz

Teil der Dissertation H.‐U. Blank, Univ. Stuttgart 1968.Search for more papers by this author
Dietrich Frahne

Institut für Organische Chemie der Universität, D‐7 Stuttgart

Fachbereich Chemie der Universität, D‐775 Konstanz

Liebig‐Stipendiat 1967/1968 bzw. Alexander‐von‐Humboldt‐Stipendiat 1969/1970.Search for more papers by this author
Arthur Myles

Institut für Organische Chemie der Universität, D‐7 Stuttgart

Fachbereich Chemie der Universität, D‐775 Konstanz

Liebig‐Stipendiat 1967/1968 bzw. Alexander‐von‐Humboldt‐Stipendiat 1969/1970.Search for more papers by this author
Wolfgang Pfleiderer

Institut für Organische Chemie der Universität, D‐7 Stuttgart

Fachbereich Chemie der Universität, D‐775 Konstanz

Search for more papers by this author
First published: 4. Januar 1971
Cited by: 17

Abstract

de

Die Tritylierung von Adenosin (1) und N6‐Benzoyl‐adenosin (2) mit wechselnder Menge Tritylchlorid wird beschrieben. Es werden neben Mono‐ und Di‐ auch Tritrityl‐Derivate isoliert und charakterisiert. Der Trityl‐Rest wird als wertvolle Schutzgruppe für die Aminfunktion des Adenosins erkannt. Benzylierungen N6‐blockierter Adenosine finden bei Anwendung der NaH‐Methode selektiv an den Hydroxylgruppen des Ribose‐Restes statt.

Abstract

en

Nucleosides, IV1) Tritylation and Benzylation of Adenosine Derivatives

Tritylation and benzylation of adenosine (1) and N6‐benzoyl‐adenosine (2) is described. Mono‐, di‐ and tritrityl derivatives have been isolated in pure form and have been characterized by physical methods. The trityl group has been recognized as a suitable blocking group for the 6‐amino group of adenosine derivatives. N6‐blocked adenosines will benzylate selectively at the hydroxyl groups of the ribose moiety.

Number of times cited: 17

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