A facile synthesis of cis-9-[4-(1,2-dihydroxyethyl)-cyclopent-2-enyl]guanine and its derivative.
The synthesis of carbocyclic nucleosides, cis-9-[4-(1,2-dihydroxyethyl)-cyclopent-2-enyl]guanine (3) and cis-2-amino-6-cyclopropylamino-9-[4-(1,2-dihydroxyethyl)- cyclopent-2- enyl]purine (4), was achieved from cyclopentadiene (5) in five and six steps, respectively. This route involves a hetero Diels-Alder reaction and a Pd(0)-catalyzed coupling reaction.
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Department of Chemistry, Hanyang University, Ansan, Kyunggi-do, Korea.
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D000970:Antineoplastic Agents / Q000138:chemical synthesis*; D006147:Guanine / Q000031:analogs & derivatives* / Q000138:chemical synthesis*; D009682:Magnetic Resonance Spectroscopy; D009711:Nucleotides / Q000138:chemical synthesis*; D017550:Spectroscopy, Fourier Transform Infrared
C421302:9-(4-(1,2-dihydroxyethyl)-cyclopent-2-enyl)guanine; D000970:Antineoplastic Agents; D009711:Nucleotides; D006147:Guanine