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Updated: Sep 13, 2026

Preparation of Enantiopure Non-Activated Aziridines and Synthesis of Biemamide B, D, and epiallo-Isomuscarine
Published on: June 13, 2022
Synthetic Studies Toward 2-Epi Altemicidin and Its Derivatives: Construction of the 6-Azatetrahydroindane Core
Masato Hasumi1, Tomohiro Tsutsumi1, Ichiro Hayakawa1
1Graduate School of Integrated Basic Sciences, Nihon University, 3-25-40 Sakurajosui, Setagaya-ku, Tokyo156-8550, Japan.
Abstract:
Isoleucyl-tRNA synthetase (IleRS) inhibitors are promising drug targets. SB-203207, an altemicidin-type monoterpene alkaloid, potently inhibits IleRS. To elucidate the stereochemical structure-activity relationship of SB-203207, we investigated the synthesis of 2-epi altemicidin. We achieved the stereoselective construction of the 6-azatetrahydroindane core of 2-epi altemicidin and its derivatives, featuring a nitrogen-containing quaternary setereogenic center. We also improved access to the previously reported intermediate, shortening the sequence by three steps.
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