Online article for Non-subscribers

Pay per view

Heterocycles has a pay-per-view service for Non-subscribers.
You will be able to directly purchase the full text article through PayPal.
Your purchased Paper can be downloaded after the payment is completed.
An e-mail will be sent the URL to download the paper.
If you have any questions, please contact: purchase@heterocycles.com

Price: ¥ 4,400 (Yen only)
Period: This Article can be accessed for 7 days.

Communication | Regular issue | Vol 16, No. 10, 1981, pp.1713-1717
Published online, 1st January, 1970
DOI: 10.3987/R-1981-10-1713
■ A Selective One-step Introduction of Hydroxylic Functions at the C-5 and C-7 Positions of 20(S)-Camptothecin, an Alkaloid Having Antitumor Activity

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

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

Abstract

20(S)-Camptothecin was selectively hydroxymethylated at the C-7 position by a simple process using hydrogen peroxide-methanol in the presence of ferrous ion as the radical source. Formation of diastereomers of 5-hydroxycamptothecin was observed by using ammonium persulfate-bromoacetic acid in the presence of ferrous or silver ion. The hydroxylic compounds prepared by the processes were converted further into acyloxyl, alkoxyl, and carboxylic acid derivatives.