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Synthesis of Antifungal Glucan Synthase Inhibitors from Enfumafungin

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Figshare2016-02-21 更新2026-04-29 收录
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https://figshare.com/articles/dataset/Synthesis_of_Antifungal_Glucan_Synthase_Inhibitors_from_Enfumafungin/2533300
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An efficient, new, and scalable semisynthesis of glucan synthase inhibitors 1 and 2 from the fermentation product enfumafungin 3 is described. The highlights of the synthesis include a high-yielding ether bond-forming reaction between a bulky sulfamidate 17 and alcohol 4 and a remarkably chemoselective, improved palladium­(II)-mediated Corey-Yu allylic oxidation at the highly congested C-12 position of the enfumafungin core. Multi-hundred gram quantities of the target drug candidates 1 and 2 were prepared, in 12 linear steps with 25% isolated yield and 13 linear steps with 22% isolated yield, respectively.
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2016-02-21
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