Stereoselective Synthesis of MLN4924, an Inhibitor of NEDD8-Activating Enzyme

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Abstract
MLN4924 (1), which is in clinical trials as an anticancer agent, was stereoselectively synthesized from d-ribose via a route involving stereoselective reduction, regioselective cleavage of an isopropylidene moiety, and selective displacement of a cyclic sulfate moiety as key steps.

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