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Synthesis 1989; 1989(12): 961-962
DOI: 10.1055/s-1989-27448
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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
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Publication Date:
02 May 2002 (online)

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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.