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Synthesis 2014; 46(07): 899-908
DOI: 10.1055/s-0033-1340679
DOI: 10.1055/s-0033-1340679
paper
Synthesis of 2-(4-Isopropylthiazol-2-yl)-7-methoxy-8-methylquinolin-4-ol; A Quinoline Building Block for Simeprevir Synthesis
Further Information
Publication History
Received: 07 November 2013
Accepted after revision: 08 January 2014
Publication Date:
30 January 2014 (online)
Dedicated to my friend and admirable human being Dr. Alfred Bader on the occasion of his 90th birthday (S.R.).
Abstract
Two synthetic approaches to the achiral quinoline fragment of simeprevir are described. Both approaches are based on the synthesis of methyl 4-hydroxy-7-methoxy-8-methylquinoline-2-carboxylate, protection of its 4-hydroxyl group, and construction of the thiazole ring from the ester group at the 2-position. The last step is acid deprotection of the 4-hydroxyl protecting group.
Supporting Information
- for this article is available online at http://www.thieme-connect.com/ejournals/toc/synthesis.
- Supporting Information
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