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Synthesis 1999; 1999(5): 775-778
DOI: 10.1055/s-1999-3463
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Purine Nucleoside Analogues; 9: Benzylation of N 2-Acetyl-8-bromoguanine

Marina Madre* , Natella Panchenko, Regina Zhuk, Jan A. Geenevasen, Alida van den Burg, Gerrit-Jan Koomen
  • *Latvian Institute of Organic Synthesis, 21 Aizkraukles Str., LV-1006 Riga, Latvia; Fax +3 71(7)82 10 38; E-mail: zhuk@osi.lanet.lv
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Publication Date:
31 December 1999 (online)

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A one-step synthesis of regioisomeric N- and O-benzylated 8-bromoguanines 4, 5, 9, 10 via N 2-acetyl-8-bromoguanine (2) is described. The possibility to prepare 8-oxo- and 8-chloroguanine derivatives 3, 11, 12 from the same compound 2 is demonstrated. 1H and 13C NMR spectra are used to locate the sites of aralkylation.

N 2-acetyl-8-bromoguanine - benzylation - regioisomers