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Communication | Regular issue | Vol 16, No. 10, 1981, pp.1719-1721
Published online, 1st January, 1970
DOI: 10.3987/R-1981-10-1719
Chemical Modification of Antitumor Alkaloid Camptothecin. Acid-Catalyzed Conversion of 7-Hydroxymethylcamptothecin into the Aldehyde and Its Acetals

Tadashi Miyasaka,* Seigo Sawada, and Ken-ichiro Nokata

*School of Pharmaceutical Sciences, Showa University, 1-5-8 Hatanodai, Shinagawa-ku, Tokyo 142-8555, Japan


Camptothecin-7-carbaldehyde (3) was prepared from 7-hydroxymethylcamptothecin (2) by treatment with such cationoid agent as sulfuric acid, acetic acid, p-toluenesulfonyl chloride, phosphoryl chloride, thionyl chloride, or triphenylphosphine-carbon tetrachloride. On heating with sulfuric acid in an alcoholic solution, 2 afforded 7-alkoxymethylcamptothecin (4) and 7-dialkoxymethylcamptothecin (5), the product-ratio depending upon the acid-concentration.