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Tetrahedron

Practical routes to the triarylsulfonyl chloride intermediate of a β 3 adrenergic receptor agonist

N Ikemoto, J Liu, KMJ Brands, JM McNamara…

文献索引:Ikemoto, Norihiro; Liu, Jinchu; Brands, Karel M.J.; McNamara, James M.; Reider, Paul J. Tetrahedron, 2003 , vol. 59, # 8 p. 1317 - 1325

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被引用次数: 27

摘要

A β3 adrenergic receptor agonist was prepared on a multi-kilogram scale in high yield and purity via a convergent synthesis. A key intermediate in this synthesis was an arylthiazolylbenzenesulfonyl chloride. The triaryl segment of this sulfonyl chloride was assembled at the thiazole ring via coupling of α-haloketone and thiobenzamide precursors (Hantzsch synthesis). Three strategies for introducing the para-sulfonyl chloride moiety ...