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Practical Synthesis of Chiral 3‑(Hydroxyiminomethyl)adipic Acid, a Key Intermediate of the ROR‑γ Inhibitor JTE-151, via Crystallization-Induced Dynamic Resolution

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https://figshare.com/articles/dataset/Practical_Synthesis_of_Chiral_3_Hydroxyiminomethyl_adipic_Acid_a_Key_Intermediate_of_the_ROR_Inhibitor_JTE-151_via_Crystallization-Induced_Dynamic_Resolution/24591503
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A practical six-step process for the production of chiral 3-(hydroxyiminomethyl)­adipic acid 4 featuring highly efficient crystallization-induced dynamic resolution (CIDR) as the key step is reported. This compound was converted to isoxazole 23, an API starting material candidate of the ROR-γ inhibitor JTE-151, via isoxazole core construction by 1,3-dipolar cycloaddition and subsequent Ag2O-catalyzed decarboxylation of the tentatively introduced carboxyl group on the isoxazole core.
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2023-11-20
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