A Concise and Practical Semisynthesis of Ecteinascidin 743 and (-)-Jorumycin

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• 作者：Shanghu Xu ; Guan Wang ; Jinjin Zhu ; Chuang Shen ; Zhezhou Yang ; Jun Yu ; Zhong Li ; Tanghuan Lin ; Xun Sun and Fuli Zhang
• 刊名：European Journal of Organic Chemistry
• 出版年：2017
• 出版时间：February 03, 2017
• 年：2017
• 卷：2017
• 期：5
• 页码：975-983
• 全文大小：1475K
• ISSN：1099-0690

文摘

Ecteinascidin 743 is an antitumor drug used to treat specific soft-tissue sarcomas (STS). In this paper, we present a concise and practical semisynthesis of ecteinascidin 743 starting from safracin B. The strategy involves the direct conversion of an aliphatic amino group into an acetoxy group. By this approach, ecteinascidin 743 was synthesized in 14 steps and 1.5 % overall yield. The synthetic approach also provided access to other tetrahydroisoquinoline alkaloids, such as (–)-jorumycin (a promising anticancer candidate). (–)-Jorumycin was prepared in six steps and 24.1 % overall yield from safracin B.