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Note | Regular issue | Vol 53, No. 4, 2000, pp.935-940
Published online, 1st January, 1970
DOI: 10.3987/COM-00-8849
Synthesis of Heteromine C from Guanine

Erik Jakobsen and Lise-Lotte Gundersen*

*Department of Chemistry, University of Oslo, P.O.Box 1033, Blindern, N-0315 Oslo, Norway


Heteromine C previously isolated from a Taipei folk medicine plant, has been synthesised for the first time by selective methylation reactions starting from guanine. Thermal rearrangement to 1-methylherbipoline takes place when heteromine C is heated. It is shown that treatment of O6,9-dimethylguanine with methyl iodide gives the O6,7,9-trimethylguaninium iodide with complete selectivity, while similar reaction on O6,7-dimethylguanine results in methylation both in the 3- and 9-position.