Download PDF
Synthesis 1989; 1989(12): 961-962
DOI: 10.1055/s-1989-27448
communication
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

Synthesis of 2-Amino-6-acetamidomethyl-9-(ß-D-ribofuranosyl) purine

P. Herdewijn* , A. Van Aerschot, W. Pfleiderer
  • *Rega Institute for Medical Research, Laboratory of Pharmaceutical Chemistry, Katholieke Universiteit Leuven, Minderbroedersstraat 10, B-3000 Leuven, Belgium
Further Information

Publication History

Publication Date:
02 May 2002 (online)

  PDF Download  Permissions and Reprints All articles of this category

The synthesis of 9-(ß-D-ribofuranosyl)-2-amino-6-acetamidomethyl -purine (5) is described by displacement of the 6-chloro substituent of 9 -(2,3.5-tri-O-acetyl-ß-D-ribofuranosyl)-2-amino-6-chloropurine by a cyano group (tetraethylammonium cyanide in the presence of trimethylamine) and subsequent catalytic reduction. Acylation with acetic anhydride in pyridine methanol afforded the tetra-acetyl derivative 4, from which the ester function could be removed selectively with ease.

      >