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  • Title: Total synthesis of microtubule-stabilizing agent ceratamine A.
    Author: Feng Q, Tao L, Liu Z.
    Journal: J Org Chem; 2013 Dec 20; 78(24):12814-8. PubMed ID: 24304123.
    Abstract:
    The total synthesis of ceratamine A, a natural microtubule-stabilizing agent with unusual cellular effects, has been accomplished starting from 5-methoxybenzimidazole in 10 steps in an overall yield of 12.7%. The key steps in the synthesis involved the Schmidt rearrangement to construct the azepine ring, the alkylation of lactam to introduce the C-5 benzylic side chain, and the highly economical SNAr reaction to install the C-2 methylamine residue.
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