Chemical Modification of Ansamitocins. II. Synthesis of 3-Epimaytansionoids via 3-Maytansinones

…, A KAWAI, N HASHIMOTO, H NOMURA

文献索引：Akimoto; Kawai; Hashimoto; Nomura Chemical and Pharmaceutical Bulletin, 1984 , vol. 32, # 7 p. 2565 - 2570

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被引用次数: 10

摘要

As part of our recent search for new semisynthetic analogs of maytansinoids having a better therapeutic ratio than maytansine, we synthesized 3-epimaytansinoids (VIIIaMC) starting from ansamitocin P-3, a fermentation product of Nocardia sp., via maytansinol (I). A key intermediate, 3-epimaytansinol (VI), was synthesized by oxidation of I with pyridinium chlorochromate to 3-maytansinone (IV), followed by stereoselective reduction with NaBH4 ...