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Paper | Regular issue | Vol 57, No. 12, 2002, pp.2345-2355
Published online, 1st January, 1970
DOI: 10.3987/COM-02-9625
Chemistry of Renieramycins. Part 2. Partial Reduction and Nucleophilic Substitution of Hexahydro-1,5-imino-4-oxo-3-benzazocine-7,10-dione: Promising Method to Construct Renieramycin J from Renieramycin G via Renieramycin E

Yu-ichi Koizumi, Akinori Kubo, Khanit Suwanborirux, and Naoki Saito*

*Meiji Pharmaceutical University, 2-522-1 Noshio, Kiyose, Tokyo 204-8588, Japan

Abstract

The conversion of 1,2,3,4,5,6,7,10-octahydro-9-methoxy-3,8,11- trimethyl-1,5-imino-3-benzazocine-4,7,10-trione (8) to the corresponding alkylated compound at C-21 position (11) as an ABC ring model of renieramycin J (1j) is described. This is a promising method for converting renieramycin G (1g) into 1j via renieramycin E (1e).