1 0 0 0 IR Camptothecinの全合成研究
- 著者
- 菅沢 勉 豊田 達郎 笹倉 和幸
- 出版者
- The Pharmaceutical Society of Japan
- 雑誌
- Chemical and Pharmaceutical Bulletin (ISSN:00092363)
- 巻号頁・発行日
- vol.22, no.4, pp.771-781, 1974-04-25 (Released:2008-03-31)
- 被引用文献数
- 6 13
dl-Camptothecin (XXX) and two epimeric N-formyl-1, 2, 6, 7-tetrahydrocamptothecins (XXIIIa, b) have been synthesized from 3-oxo-1H-pyrrolo [3, 4-b] quinoline IIIa by using following two key reactions. 1) An intramolecular aldol condensation of the imido-ester (VIIIb→IXb). 2) Vilsmeier reaction on a 4-methoxy-2-pyridone ring (XVIb→XVII) followed by nucleophilic attack of a malonate carbanion onto the formyl-pyridone ring (XVII→XVIII).
- 著者
- 菅沢 勉 笹倉 和幸 豊田 達郎
- 出版者
- The Pharmaceutical Society of Japan
- 雑誌
- Chemical and Pharmaceutical Bulletin (ISSN:00092363)
- 巻号頁・発行日
- vol.22, no.4, pp.763-770, 1974-04-25 (Released:2008-03-31)
- 被引用文献数
- 7 12
A D-E ring analog (XX) of camptothecin (I) was synthesized from 4-methoxy-1-methyl-2 (1H)-pyridone by using Vilsmeier reaction followed by nucleophilic direct introduction of di-tert-butyl malonate onto the pyridone ring, ethylation and hydroxylation.
- 著者
- 菅沢 勉 笹倉 和幸 日高 哲郎 豊田 達郎
- 出版者
- The Pharmaceutical Society of Japan
- 雑誌
- Chemical and Pharmaceutical Bulletin (ISSN:00092363)
- 巻号頁・発行日
- vol.22, no.4, pp.757-762, 1974-04-25 (Released:2008-03-31)
- 被引用文献数
- 1 2
Attempted synthesis of 3-substituted (alkoxycarbonyl, hydroxymethyl or cyano)-2, 3-dihydro-2-benzyl (acyl or alkoxycarbonyl)-1H-pyrrolo [3, 4-b] quinolines (II), (III), and (VI) as potential ring A-B-C components for a total synthesis of dl-camptothecin (I) is described.
- 著者
- 菅沢 勉 豊田 達郎 笹倉 和幸 日高 哲郎
- 出版者
- The Pharmaceutical Society of Japan
- 雑誌
- Chemical and Pharmaceutical Bulletin (ISSN:00092363)
- 巻号頁・発行日
- vol.19, no.9, pp.1971-1974, 1971-09-25 (Released:2008-03-31)
- 被引用文献数
- 5 12